US4112076A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Epi-daunomycin and epi-adriamycin compounds and method of use
Assignee: Pfizer Italia SRL
•
Filing: 1976-04-09
•
Granted: 1978-09-05
•
Expires: 1996-04-09
Abstract
Abstract Disclosed is a process for preparing glycoside antitumor antibiotics, including the known compounds daunomycin, adriamycin, 4'-epi-daunomycin and 4'-epi-adriamycin and the novel antibiotics, 3',4'-epi-6'-hydroxydaunomycin, 3',4'-epi-6'-hydroxyadriamycin. 3',4'-epi-daunomycin, 3',4'-epi-adriamycin, 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin. Process involves reacting daunomycinone or 4-demethoxy-daunomycinone with a protected 1-halo derivative of 3,4-epi-6-hydroxydaunosamine, 3,4-epi-daunosamine or 4-epi-daunosamine in an inert solvent in the presence of a soluble silver salt catalyst to form a protected derivative of the glycoside antibiotic and removing the protecting groups.
Inventors
- 👤 Federico Arcamone
- 👤 Alberto Bargiotti
- 👤 Aurelio Di Marco
- 👤 Sergio Penco
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 12:03
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/252; A; A61; A61P; A61P35/00; C07H5/00; C07H5/04; C07H5/06; G; G04; G04B; G04B37/00; G04B37/0008; G04B37/0025; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
16 words
A glycosidic compound selected from the group consisting of 3'-4'-epi-6'-hydroxy-daunomycin; 3'-4'-epi-6'-hydroxy-adriamycin; 3'-4'-epi-daunomycin; 3'-4'-epi-adriamycin; 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin.
Claim 2
Dependent Claim
16 words
A glycosidic compound selected from the group consisting of 3'-4'-epi-6'-hydroxy-daunomycin; 3'-4'-epi-6'-hydroxy-adriamycin; 3'-4'-epi-daunomycin; 3'-4'-epi-adriamycin; 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin.
Claim 3
Dependent Claim
11 words
A compound according to claim 1, which is 3'-4'-epi-6'-hydroxy-daunomycin (α anomer).
Claim 4
Dependent Claim
11 words
A compound according to claim 1, which is 3'-4'-epi-6'-hydroxy-adriamycin (α anomer).
Claim 5
Dependent Claim
11 words
A compound according to claim 1, which is 3'-4'-epi-daunomycin (α anomer).
Claim 6
Dependent Claim
11 words
A compound according to claim 1, which is 3'-4'-epi-adriamycin (α anomer).
Claim 7
Dependent Claim
11 words
A compound according to claim 1, which is 4-demethoxy-4'-epi-daunomycin (α anomer).
Claim 8
Dependent Claim
11 words
A compound according to claim 1, which is 4'-demethoxy-4'-epi-adriamycin (α anomer).
Claim 9
Independent Claim
69 words
A method of inhibiting the growth of a tumor selected from the group consisting of Moloney Sarcoma Virus, Ascites lymphocitic P. 388 leukemia, L1210 leukemia, Ascites Sarcoma 180 and Solid Sarcoma 180 which comprises intraperitoneally administering to a host afflicted with said tumor an amount of a compound selected from the group consisting of 3'-4'-epi-6'-hydroxy-daunomycin; 3'-4'-epi-6'-hydroxy-adriamycin; 3'-4'-epi-duanomycin; 3'-4'-epi-adriamycin; 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin sufficient to inhibit the growth of said tumor.
Claim 10
Independent Claim
69 words
A method of inhibiting the growth of a tumor selected from the group consisting of Moloney Sarcoma Virus, Ascites lymphocitic P. 388 leukemia, L1210 leukemia, Ascites Sarcoma 180 and Solid Sarcoma 180 which comprises intraperitoneally administering to a host afflicted with said tumor an amount of a compound selected from the group consisting of 3'-4'-epi-6'-hydroxy-daunomycin; 3'-4'-epi-6'-hydroxy-adriamycin; 3'-4'-epi-duanomycin; 3'-4'-epi-adriamycin; 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin sufficient to inhibit the growth of said tumor.
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) | 1981-09-04 | 1982-03-06 | 1982-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-04 | 1986-03-06 | 1986-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-04 | 1990-03-06 | 1990-09-05 | $7700.00 | Window Closed / Lapsed |