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US4697005A Expired / Lapsed US ⏱️ 0.0 years remaining

1-fluoro, 4-fluoro, and 1,4-difluoro anthracycline anticancer antibiotics

Assignee: OHIO STATE UNIVERSITY RESEARCH FOUNDATION A CORP OF OHIO
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Filing: 1985-03-20
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Granted: 1987-09-29
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Expires: 2005-03-20
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Abstract

Abstract Compounds represented by the formula (I) <IMAGE> wherein R is hydrogen or hydroxyl, one of X and Y is fluorine and the other is hydrogen or both X and Y are fluorine, and Su is a hydrogen atom or a sugar moiety; where Su is a sugar moiety, the compounds are useful anticancer antibiotics; pharmaceutical preparations containing the antibiotics and a method for inhibiting the growth of mammalian tumors are also disclosed.

Inventors

  • 👤 John S. Swenton
  • 👤 Gary W. Morrow
  • 👤 Waldemar Priebe

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:20
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/252

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 103 words
A compound of the formula (I) ##STR11## where R is hydrogen or hydroxyl, one of X and Y is fluorine and the other is hydrogen or both X and Y are fluorine, and S u is a hydrogen atom or a sugar moiety represented by the formula ##STR12## wherein one of R 1 and R 2 is hydrogen and the other is hydroxy, acyloxy having 2 to 4 carbon atoms or a halogen atom; one of R 3 and R 4 is hydrogen and the other is amino; and R 5 and R 6 are hydrogen; and pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim 103 words
A compound of the formula (I) ##STR11## where R is hydrogen or hydroxyl, one of X and Y is fluorine and the other is hydrogen or both X and Y are fluorine, and S u is a hydrogen atom or a sugar moiety represented by the formula ##STR12## wherein one of R 1 and R 2 is hydrogen and the other is hydroxy, acyloxy having 2 to 4 carbon atoms or a halogen atom; one of R 3 and R 4 is hydrogen and the other is amino; and R 5 and R 6 are hydrogen; and pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim 10 words
A compound according to claim 1 wherein S is daunosamyl.
Claim 4
Dependent Claim 14 words
A compound according to claim 2 wherein X is hydrogen and Y is fluorine.
Claim 5
Dependent Claim 14 words
A compound according to claim 2 wherein X is fluorine and Y is hydrogen.
Claim 6
Dependent Claim 12 words
A compound according to claim 2 wherein X and Y are fluorine.
Claim 7
Dependent Claim 10 words
A compound according to claim 2 wherein Su is acosamyl.
Claim 8
Dependent Claim 18 words
A compound according to claim 6 wherein X is hydrogen and Y is fluorine and R is hydroxyl.
Claim 9
Dependent Claim 18 words
A compound according to claim 1 wherein one of R 1 and R 2 is a halogen atom.
Claim 10
Dependent Claim 13 words
The compound according to claim 8 wherein R 1 is a halogen atom.
Claim 11
Dependent Claim 13 words
The compound according to claim 9 wherein R 1 is an iodine atom.
Claim 12
Dependent Claim 13 words
The compound of claim 10 wherein X is hydrogen and Y is fluorine.
Claim 13
Dependent Claim 9 words
The compound of claim 11 wherein R is hydroxyl.
Claim 14
Dependent Claim 11 words
The compound of claim 1 wherein Su is a hydrogen atom.

References Cited (Backward Citations)

DE2519157A1 Cited
US4046878A Cited
US4427664A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-09-28 1991-03-30 1991-09-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-09-28 1995-03-30 1995-09-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-09-28 1999-03-30 1999-09-29 $7700.00 Window Closed / Lapsed

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