Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1991-02-22
1993-05-11
Tsang, Cecilia
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514 85, 544317, A61K 31505, C07D41104
Patent
active
052100855
ABSTRACT:
The present invention relates to a method of preparing the antiviral compounds 2'-deoxy-5-fluoro-3'thiacytidine (FTC) and various prodrug analogues of FTC from inexpensive precursors with the option of introducing functionality as needed; methods of using these compounds, particularly in the prevention and treatment of AIDS; and the compounds themselves. This synthetic route allows the stereoselective preparation of the biologically active isomer of these compounds and related compounds.
REFERENCES:
patent: 4861759 (1989-08-01), Mitsuya et al.
patent: 4879277 (1989-11-01), Mitsuya et al.
patent: 4916122 (1990-04-01), Chu et al.
patent: 4963533 (1990-10-01), de Clercq et al.
patent: 5041449 (1991-08-01), Belleau et al.
patent: 5047407 (1991-09-01), Belleau et al.
Soudeyns, et al., "Anti-Human Immunodeficiency Virus . . . ," Antimicrob. Agents Chemother., vol. 35, No. 7, pp. 1386-1390 (1991).
Chu, et al., "Structure-Activity Relationships . . . ," J. Med. Chem., vol. 32, p. 612 (1989).
Chu et al., "Comparative Activity of 2', 3'-Saturated . . . ," Biochem. Pharm., vol. 37, No. 19, pp. 3545-3548 (1988).
Lin, et al., "Potent and Selective in vitro Activity," Biochem. Pharm., vol. 36, No. 17, pp. 2713-2718 (1987).
Richman, D. D., et al. N. Eng. J. Med. 1987, 317:192.
Mitsuya, H.; Yarochoan, R.; Broder, S. Science, 1990, 249:1533.
Mitsuya, H.; Matsukura, M.; Broder, S. in AIDS: Modern Concepts and Theraputic Challenges, S. Broder, Ed. ( Marcel-Dekker, New York (1987) p. 303.
Belleau, B. et al. Abstracts of Papers, Fifth International Confer. on AIDS, Montreal; International Research Centre; Ottawa, Ontario.
Norbeck, D.; Sparton S.; Broder, S.; Mitsuya, H. Tetrahedron Lett. 1989, 6263.
Satsumabayashi, S. et al., Bull., Chem. Soc. Japn., 1972, 45:913.
Wilson, L. J.; Liotta, D.; Tetrahedron Lett. 1990, 31:1815.
Bartlett, P. A.; Johnson, W. S.; Elliott, J. D. J. Am. Chem. Soc. 1983, 105:2088.
Chu, C. K.; Beach, J. W.; Ullas, G. V.; Kosugi, Y. Tetrahedron Lett. 1988, 5349.
Okabe, M.; Sun, R.; Tam, S. T.; Todaro, L. J.; Coffen, D. L. J. Org. Chem. 1989 53:4780.
Chu, C. K.; Ragnavachari, R.; Beach, J. W.; Kosugi, Y.; Ullas, G.V. Nucleosides, Nucleotides 1989, 8:903.
Nicolaou, K. C.; Ladduwahetty, T.; Randall, J. L.; Chuucholowski J. Am. Chem. Soc. 1986, 108:2466.
Annunziata, R.; Cinquini, M.; Coozi, F.; Coozi, P. G. Tetrahedron Lett. 1990, 6733.
Evans, D. A. et al. J. Am. Chem. Soc. 1990, 112:8215.
Takano, A. et al. Chemistry Letters 1983, 1593.
Vorbruggen, et al., Nucleoside Synthesis with Trimethylsilyl Trifate and Perchlorate as Catalysts, Chem. Ber. 1981, 114:1234-1255.
Choi Woo-Baeg
Liotta Dennis C.
Schinazi Raymond F.
Emory University
Tsang Cecilia
LandOfFree
Method for the synthesis, compositions and use of 2'-deoxy-5-flu does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for the synthesis, compositions and use of 2'-deoxy-5-flu, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for the synthesis, compositions and use of 2'-deoxy-5-flu will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1350088