US5254580A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7,8-cyclopropataxanes
Assignee: Bristol Myers Squibb Co
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Filing: 1993-03-11
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Granted: 1993-10-19
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Expires: 2013-03-11
Abstract
Abstract An antitumor compound of formula I ##STR1## in which R 1 is --COR z in which R z is t-butyloxy, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or phenyl, optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 2 is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or a radical of the formula --W--R x in which W is a bond, C 2-6 alkenediyl, or --(CH 2 ) t --, in which t is one to six; and R x is naphthyl, furyl, thienyl or phenyl, and furthermore R x can be optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 3 is OCOR, --OCOOR, H, or OH; R 4 is hydrogen; or R 3 and R 4 jointly form a carbonyl group; and R is C 1-6 alkyl. Also provided by this invention are pharmaceutical formulations (compositions) and a method of treating mammalian tumors with a compound of formula I.
Inventors
- 👤 Shu-Hui Chen
- 👤 Vittorio Farina
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 17:17
CPC Classifications
C; C07; C07D; C07D305/00; C07D305/14
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
162 words
A compound of formula I ##STR30## in which R 1 is --COR z in which R z is t-butyloxy, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or phenyl, optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 2 is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or a radical of the formula --W--R x in which W is a bond, C 2-6 alkenediyl, or --(CH 2 ) t --, in which t is one to six; and R x is naphthyl, furyl, thienyl or phenyl, and furthermore R x can be optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 3 is OCOR, --OCOOR, H, or OH; R 4 is hydrogen; or R 3 and R 4 jointly form a carbonyl group; and R is C 1-6 alkyl.
Claim 2
Dependent Claim
162 words
A compound of formula I ##STR30## in which R 1 is --COR z in which R z is t-butyloxy, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or phenyl, optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 2 is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, or a radical of the formula --W--R x in which W is a bond, C 2-6 alkenediyl, or --(CH 2 ) t --, in which t is one to six; and R x is naphthyl, furyl, thienyl or phenyl, and furthermore R x can be optionally substituted with one to three same or different C 1-6 alkyl, C 1-6 alkoxy, halogen or --CF 3 groups; R 3 is OCOR, --OCOOR, H, or OH; R 4 is hydrogen; or R 3 and R 4 jointly form a carbonyl group; and R is C 1-6 alkyl.
Claim 3
Dependent Claim
16 words
A compound of claim 1 in which R 1 is benzoyl, and R 2 is phenyl.
Claim 4
Dependent Claim
18 words
The compound of claim 2 in which R 3 and R 4 taken together form a carbonyl group.
Claim 5
Dependent Claim
16 words
The compound of claim 2 in which R 3 is acetyloxy, and R 4 is hydrogen.
Claim 6
Dependent Claim
16 words
The compound of claim 2 in which R 3 is hydroxy, and R 4 is hydrogen.
Claim 7
Dependent Claim
16 words
The compound of claim 1 in which R 1 is t-butoxycarbonyl, and R 2 is phenyl.
Claim 8
Dependent Claim
8 words
The compound of claim 6 that is N-debenzoyl-N-t-butoxycarbonyl-7-deoxy-8-desmethyl-7,8-cyclopropataxol.
Claim 9
Dependent Claim
33 words
A pharmaceutical formulation which comprises as an active ingredient a compound as claimed in any one of claims 1 to 7 associated with one or more pharmaceutically acceptable carriers, excipients or diluents therefor.
Claim 10
Independent Claim
29 words
A method for treating mammalian tumors which comprises administering to a mammal a tumor sensitive amount of a compound as claimed in any one of claims 1 to 7.
Claim 11
Dependent Claim
30 words
A compound of formula XXXV ##STR31## in which R 13 is hydrogen, acetyloxy or hydroxy; R 14 is hydrogen; or R 13 and R 14 jointly form a carbonyl group.
Claim 12
Dependent Claim
30 words
A compound of formula XXXV ##STR31## in which R 13 is hydrogen, acetyloxy or hydroxy; R 14 is hydrogen; or R 13 and R 14 jointly form a carbonyl group.
Claim 13
Dependent Claim
16 words
The compound of claim 10 in which R 13 is acetyloxy and R 14 is hydrogen.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-10-18 | 1997-04-19 | 1997-10-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-10-18 | 2001-04-19 | 2001-10-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-10-18 | 2005-04-19 | 2005-10-19 | $7700.00 | Window Closed / Lapsed |