U.S. patents available from 1976 to present.
U.S. patent applications available from 2005 to present.

Derivatives of taxol, pharmaceutical compositions thereof and methods for the preparation thereof

Patent 4960790 Issued on October 2, 1990. Estimated Expiration Date: Icon_subject March 9, 2009. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

Derivatives of 5,5-diphenylhydantoin exhibiting enhanced solubility and the therapeutic use thereof
Patent #: 4163058
Issued on: 07/31/1979
Inventor: Stella ,   et al.

Prodrugs of rapamycin Patent #: 4650803
Issued on: 03/17/1987
Inventor: Stella ,   et al.

Inventors

Assignee

Application

No. 321152 filed on 03/09/1989

US Classes:

514/449, Oxygen containing hetero ring514/320, Hetero ring in the polycyclo ring system514/422, Additional hetero ring514/908, LEUKEMIA546/196, Hetero ring in the polycyclo ring system548/525, Polycyclo ring system which includes ring chalcogen549/510The hetero ring is four-membered

Examiners

Primary: Raymond, Richard L.
Assistant: Russell, Mark W.

Attorney, Agent or Firm

International Classes

A61K 031/335
C07D 305/14

Abstract

Derivatives of taxol represented by the formula ##STR1## wherein R and R' are each H or the residue of an amino acid selected from the group consisting of alanine, leucine, isoleucine, saline, phenylalanine, proline, lysine and arginine or a group of the formula ##STR2## wherein n is an integer of 1 to 3 and R2 and R3 are each hydrogen on an alkyl radical having from one to three carbon atoms or wherein R2 and R3 together with the nitrogen atom to which they are attached form a saturated heterocyclic ring having four to five carbon atoms, with the proviso that at least one of R and R1 is not hydrogen, are provided together with pharmaceutical compositions of such derivatives. The taxol derivatives have increased water solubility as compared to taxol, and have excellent antitumor activity.

Other References

  • A. L. Lehninger, "Biochemistry," 2nd ed., pp. 72-76, Worth Publishers, Inc. (1975)
  • Wiernik et al., Cancer Research 47, 2486-2493, May 1, 1987
  • Schiff et al., Proc. Natl. Acad. Sci. U.S.A., vol. 77, No. 3, pp. 1561-1565 (3/80)
  • Mellado et al., Biochemical and Biophysical Research Communications, vol. 124, No. 2, pp. 329-336, 1984
  • Magri et al., J. Org. Chem., 51, 797-802, 1986
  • Manfredi et al., Pharmac. Ther., vol. 25, pp. 83-125 (1984)
  • Magri et al., Journal of Natural Products, vol. 51, No. 2, pp. 298-306, Mar.-Apr. 1988
  • "In Vivo Cancer Models", NIH Publication No. 84-2635, Feb. 198
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