Phosphonooxymethyl ethers of taxane derivatives

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

514449, 514471, 549 60, 549214, 549220, 549472, 549473, 549510, 549511, A61K 3138, C07D30514

Patent

active

056461763

ABSTRACT:
The present invention concerns antitumor compounds. More particularly, the invention provides novel taxane derivatives, pharmaceutical compositions thereof, and their use as antitumor agents.

REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4876399 (1989-10-01), Holton et al.
patent: 4942184 (1990-07-01), Haugwitz et al.
patent: 4960790 (1990-10-01), Stella et al.
patent: 5059699 (1991-10-01), Kingston et al.
patent: 5175315 (1992-12-01), Holton
patent: 5227400 (1993-07-01), Holton et al.
patent: 5229526 (1993-07-01), Holton
patent: 5243045 (1993-09-01), Holton et al.
patent: 5248796 (1993-09-01), Chen et al.
patent: 5250683 (1993-10-01), Holton et al.
patent: 5283253 (1994-02-01), Holton et al.
patent: 5284864 (1994-02-01), Holton et al.
patent: 5284865 (1994-02-01), Holton et al.
patent: 5294637 (1994-03-01), Chen et al.
Gunda I. Georg et al, "Novel Biologically Active Taxol Analogues: Baccatin III 13-(N-(p-Chlorobenzoyl)-(2'R,3'S)-3'-phenylisoserinate) and Baccatin III 13-(N-benzoyl-(2'R,3's)-3'-(p-chlorophynyl)isoserinate)," Bioorganic and Medicinal Chemistry Letters, vol. 2, No. 4, pp. 295-298, 1992.
Gunda I. Georg et al, "Semisynthesis and Biological Activity of Taxol Analogues: Baccatin III 13-( N-benzoyl-(2'R,3'S)-3'-(p-tolyl)isoserinate), Baccatin III 13-( N-( p-toluoyl)-(2'R,3'S)-3'-(phenylisoserinate), Baccatin III 13-( N-benzoyl-(2'R,3'S)-3'-(p-trifluoromethylphenyl)isoserinate), and Baccatin III 13-(N-( p-trifluoromethylbenzoyl)-(2'R,3'S)-3'-phenylisoserinate)," Bioorganic and Medicinal Chemistry Letters, vol. 2, No. 12, pp. 1751-1754, 1992.
Gunda I. Georg et al, "Synthesis of Biologically Active Taxol Analogues with Modified Phenylisoserine Side Chains," Journal of Medicinal Chemistry, vol. 35, pp. 4230-4237, 1992.
F. Gueritte-Voegelein et al, "Relationships between the Structure of Taxol Analogues and Their Antimitotic Activity," Journal of Medicinal Chemistry, vol. 34, pp. 992-998, 1991.
D.G.I. Kingston, et al, "The Chemistry of Taxol, A Clinically Useful Anticancer Agent", Journal of Natural Products, vol. 53, No. 1, pp. 1-12, 1990.
Larry L. Klein, "Synthesis of 9-Dihydrotaxol: A Novel Bioactive Taxane", Tetrahedron Letters, vol. 34, No. 13, pp. 2047-2050, 1993.
Julio C. Medina et al, "A Mild Method for the Conversion of Alcohols to Methylthiomethyl Ethers," Tetrahedron Letters, vol. 29, No. 31, pp. 3773-3776, 1988.
K.C. Nicolaou, et al, "Design, synthesis and biological activity of protaxols," Nature, vol. 364, Jul. 29, 1993, pp. 464-466.
Iwao Ojima et al, "Efficient and Practical Asymmetric Synthesis of the Taxol C-13 Side Chain, N-Benzoyl-(2 R,3 S)-3-phenylisoserine, and Its Analogues via Chiral 3-Hydroxy-4-aryl-.beta.-lactams through Chiral Ester Enolate-Imine Cyclocondensation," Journal of Organic Chemistry, vol. 56, pp. 1681-1683, 1991.
Iwao Ojima et al, "New and Efficient Approaches to the Semisynthesis of Taxol and Its C-13 Side Chain Analogs by Means of .beta.-Lactam Synthon Method," Tetrahedron, vol. 48, No. 34, pp. 6985-7012, 1992.
Iwao Ojima et al, "New and Efficient Routes to Norstatine and Its Analogs with High Enantiomeric Purity by .beta.-Lactam Synthon Method," Tetrahedron Letters, vol. 33, No. 39, pp. 5737-5740, 1992.
Muhammad Safadi, et al, "Phosphoryloxymethyl Cabamates and Carbonates--Novel Water-Soluble Prodrugs for Amines and Hindered Alcohols," Pharmaceutical Research, vol. 10, No. 9, pp. 1350-1355, 1993.
G.H. Veeneman et al, "An Efficient Approach to the Synthesis of Thymidine Derivatives Containing Phosphate-Isosteric Methylene Acetal Linkages," Tetrahedron, vol. 47, No. 8, pp. 1547-1562, 1991.
Dolatrai M. Vyas, et al, "Synthesis and Antitumor Evaluations of Water Soluble Taxol Phosphates," Bioorganic & Medicinal Chemistry Letters, vol. 3, No. 6, pp. 1357-1360, 1993.
N. Gerber, et al., "Safety, Tolerance and Pharmacokinetics of Intravenous Doses of the Phosphate Ester of 3-Hydroxymethyl-5,5-Diphenylhydantoin: A New Prodrug of Phenytoin", J. Clin. Pharmacol., vol. 28, pp. 1023-1032, 1988.
Albert S. Kearney and Valentino J. Stella, "Hydrolysis of Pharmaceutically Relevant Phosphate Monoester Monoanions: Correlation to an Established Structure- Relativity Relationship", Journal of Pharmaceutical Sciences, vol. 82, No. 1, pp. 69-72, Jan., 1993.
Theodora W. Greene and Peter G.M. Wuts, "Productive Groups in Organic Synthesis", Second Edition, pp. 10-12, 14, and 413, John Wiley & Sons, Inc., USA, 1991.
Greene et al, "Protective Groups in Organic Synthesis", 2nd edition, pp. 10-12, 14 and 413, 1991.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Phosphonooxymethyl ethers of taxane derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Phosphonooxymethyl ethers of taxane derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Phosphonooxymethyl ethers of taxane derivatives will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2409145

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.