Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...
Patent
1994-09-23
1997-05-06
Wilson, James O.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Phosphorus containing other than solely as part of an...
514 47, 514 48, 514 51, 514 52, 514143, 536 267, 536 2671, 536 2672, 536 2674, 536 268, 536 269, 568 8, 568 13, 568 14, A61K 3166, A61K 3170
Patent
active
056271654
ABSTRACT:
The composition and methods of synthesis of phosphorus prodrugs are described. These methods can be used to convert negatively charged phosphorous bearing drugs into neutrally charged; lipid soluble prodrugs which are able to passively diffuse into cells and into tissues in vivo. Prodrugs for a variety of antiviral and anti-leukemic agents are described.
REFERENCES:
patent: 3160638 (1964-12-01), Folkers et al.
patent: 4468384 (1984-08-01), Bardos et al.
patent: 4990499 (1991-02-01), Gupta et al.
Mitchell, Anthony G. et al., "Bioreversible Protection for the Phospho Group: Bioactivation of the Di(4-acyloxybenzyl) and Mono(4-acyloxybenzyl) Phosphoesters of Methylphosphonate and Phosphonacetate," J. Chem. Soc. Perkin Trans.1:2345-2353 (1992).
Thomson, William et al., "Synthesis, Bioactivation and Anti-HIV Activity of the Bis(4-acyloxybenzyl) and Mono(4-acyloxybenzyl) Esters of the 5'-Monophosphate of AZT," J. Chem. Soc. Perkin Trans. 1:1239-1245 (1993).
Mitchell, Anthony G. et al., "Prodrugs of Phosphonoformate: The Effect of para-Substituents on the Products, Kinetics and Mechanism of Hydrolysis of Dibenzyl Methoxycarbonylphosphonate," J. Chem. Soc. Perkin Trans. 2:1145-1150 (1992).
Freeman, Sally et al., "Bioreversible Protection for the Phospho Group: Chemical Stability and Bioactivation of Di(4-acetoxy-benzyl) Methylphosphonate with Carboxyesterase," J. Chem. Soc., Chem. Commun.:875-877 (1991).
Nakamura, Tetsuya and Kijima, Shizumasa, "Studies on Tocopherol Derivatives. II. Synthesis of Phosphomethyl Tocopheryl Acetates," Chem. Pharm. Bull. 20(4):794-799 (1972).
Iyer, Radhakrishnan P. et al., "Synthesis of Acyloxyalkyl Acylphosphonates as Potential Prodrugs of the Antiviral, Trisodium Phosphonoformate (Foscarnet Sodium)," Tetrahedron Letters, 30(51):7141-7144 (1989).
Sastry, Jagannadha K. et al., "Membrane-Permeable Dideoxyuridine 5'-Monophosphate Analogue Inhibits Human Immunodeficiency Virus Infection," Molecular Pharmacology, 41:441-445 (1992).
Farquhar, David et al., "Biologically Reversible Phosphate-Protective Groups," J. Pharm. Sci., 72(3):324-325 (1983).
Srivastva, Devendra N. and Farquhar, David, "Bioreversible Phosphate Protective Groups: Synthesis and Stability of Model Acyloxymethyl Phosphates," Bioorganic Chemistry, 12:118-129 (1989).
Wakselman, Michel and Vilkas, Michel, "R eaction des o- et p-hydroxym ethyl-ph enols avec les halog enures d'ac etyle. Pr eparation d'ac etates d'halom ethyl-ph enols," C.R. Acad. Sc. Paris, t. 259:4292-4294 (1964) Group 8; with English Abstract, Chemical Abstract CA62:11730g.
Starrett, John E., Jr. et al., "Synthesis and Invitro Evaluation of a Phosphonate Prodrug Bis(pivaloyloxymethyl) 9-(2-phos-phonylmethoxyethyl) adenine," Antiviral Research, 19:267-273 (1992).
Drug Innovation & Design, Inc.
Wilson James O.
LandOfFree
Phosphorous prodrugs and therapeutic delivery systems using same does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Phosphorous prodrugs and therapeutic delivery systems using same, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Phosphorous prodrugs and therapeutic delivery systems using same will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2132713