US4067969A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Anthracycline glycosides, their preparation and use
Assignee: Pfizer Italia SRL
•
Filing: 1976-09-13
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Granted: 1978-01-10
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Expires: 1996-09-13
Abstract
Abstract The novel compounds, 4'-deoxy-daunomycin and 4'-deoxy-adriamycin, as well as derivatives thereof are useful as anti-tumor antibiotics. These compounds are prepared by condensing the corresponding aglycone with a novel trifluoracetyl protected reactive halo sugar which is 2,3,4,6-tetradeoxy-3-trifluoroacetamido-L-threo-hexopyranosyl chloride.
Inventors
- 👤 Sergio Penco
- 👤 Federico Arcamone
- 👤 Aurelio Di Marco
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 14:09
CPC Classifications
C; C07; C07H; C07H13/00; C07H13/02; C07H13/04; A; A61; A61P; A61P35/00; A61P35/02; C07D; C07D309/00; C07D309/02; C07D309/08; C07D309/14; C07H15/00; C07H15/20; C07H15/24; C07H15/252; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
66 words
A compound of the formula ##STR6##wherein when a. R 1 and R 2 are hydrogen, R 3 is a lower alkoxy group having from 1 to 4 carbon atoms; when b. R 2 is hydrogen; R 1 and R 3 are both hydrogen, methyl, methoxy, chlorine or bromine; and when c. R 1 and R 3 are hydrogen, R 2 is methyl, methoxy, chlorine or bromine.
Claim 2
Dependent Claim
66 words
A compound of the formula ##STR6##wherein when a. R 1 and R 2 are hydrogen, R 3 is a lower alkoxy group having from 1 to 4 carbon atoms; when b. R 2 is hydrogen; R 1 and R 3 are both hydrogen, methyl, methoxy, chlorine or bromine; and when c. R 1 and R 3 are hydrogen, R 2 is methyl, methoxy, chlorine or bromine.
Claim 3
Dependent Claim
9 words
A compound according to claim 1, which is 4'-deoxydaunomycin.
Claim 4
Dependent Claim
9 words
A compound according to claim 1, which is 1,4,-dimethyl-4-demethoxy-4'-deoxy-daunomycin.
Claim 5
Dependent Claim
9 words
A compound according to claim 1, which is 1,4-dichloro-4-demethoxy-4'-deoxy-daunomycin.
Claim 6
Dependent Claim
9 words
A compound according to claim 1, which is 1,4-dibromo-4-demethoxy-4'-deoxy-daunomycin.
Claim 7
Dependent Claim
9 words
A compound according to claim 1, which is 2,3-dimethyl-4-demethoxy-4'-deoxy-daunomycin.
Claim 8
Dependent Claim
9 words
A compound according to claim 1, which is 2,3-dichloro-4-demethoxy-4'-deoxy-daunomycin.
Claim 9
Dependent Claim
9 words
A compound according to claim 1, which is 2,3-dibromo-4-demethoxy-4'-deoxy-daunomycin.
Claim 10
Dependent Claim
66 words
A compound of the formula ##STR7##wherein when a. R 1 and R 2 are hydrogen, R 3 is a lower alkoxy group having from 1 to 4 carbon atoms; when b. R 2 is hydrogen; R 1 and R 3 are both hydrogen, methyl, methoxy, chlorine or bromine; and when c. R 1 and R 3 are hydrogen, R 2 is methyl, methoxy, chlorine or bromine.
Claim 11
Dependent Claim
66 words
A compound of the formula ##STR7##wherein when a. R 1 and R 2 are hydrogen, R 3 is a lower alkoxy group having from 1 to 4 carbon atoms; when b. R 2 is hydrogen; R 1 and R 3 are both hydrogen, methyl, methoxy, chlorine or bromine; and when c. R 1 and R 3 are hydrogen, R 2 is methyl, methoxy, chlorine or bromine.
Claim 12
Dependent Claim
9 words
A compound according to claim 9, which is 4'-deoxy-adriamycin.
Claim 13
Dependent Claim
9 words
A compound according to claim 9, which is 1,4-dimethyl-4-demethoxy-4'-deoxy-adriamycin.
Claim 14
Dependent Claim
9 words
A compound according to claim 9, which is 1,4-dichloro-4-demethoxy-4'-deoxy-adriamycin.
Claim 15
Dependent Claim
9 words
A compound according to claim 9, which is 1,4-dibromo-4-demethoxy-4'-deoxy-adriamycin.
Claim 16
Dependent Claim
9 words
A compound according to claim 9, which is 2,3-dimethyl-4-demethoxy-4'-deoxy-adriamycin.
Claim 17
Dependent Claim
9 words
A compound according to claim 9, which is 2,3-dichloro-4-demethoxy-4'-deoxy-adriamycin.
Claim 18
Dependent Claim
9 words
A compound according to claim 9, which is 2,3-dibromo-4-demethoxy-4'-deoxy-adriamycin.
Claim 19
Dependent Claim
56 words
A method of inhibiting the growth of a tumor selected from the group consisting of L 1210 leukemia, transplated gross leukemia, lymphocytic P 388 leukemia and solid sarcoma 180 which comprises administering to a host afflicted with said tumor an amount of a compound according to claim 1 sufficient to inhibit the growth of said tumor.
Claim 20
Dependent Claim
14 words
A method according to claim 17, wherein said compound is administered intraperitoneally or intravenously.
Claim 21
Dependent Claim
56 words
A method of inhibiting the growth of a tumor selected from the group consisting of L 1210 leukemia, transplanted gross leukemia, lymphocytic P 388 leukemia and solid sarcoma 180 which comprises administering to a host afflicted with said tumor an amount of a compound according to claim 9 sufficient to inhibit the growth of said tumor.
Claim 22
Dependent Claim
14 words
A method according to claim 19, wherein said compound is administered intraperitoneally or intravenously.
Claim 23
Dependent Claim
21 words
A pharmaceutical composition comprising a therapeutically effective amount of a compound as claimed in claim 1 and an inert carrier therefor.
Claim 24
Dependent Claim
21 words
A pharmaceutical composition comprising a therapeutically effective amount of a compound as claimed in claim 9 and an inert carrier therefor.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-09 | 1981-07-11 | 1982-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-09 | 1985-07-11 | 1986-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-09 | 1989-07-11 | 1990-01-10 | $7700.00 | Window Closed / Lapsed |