Patent US4464529A successfully refreshed from Google Patents.
US4464529A
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Analogues of morpholinyl daunorubicin and morpholinyl doxorubicin
Assignee: SRI International Inc
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Filing: 1983-05-24
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Granted: 1984-08-07
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Expires: 2003-05-24
Abstract
Abstract A group of new daunorubicin and doxorubicin derivatives is disclosed. These materials have the formula <IMAGE> (I) wherein R is CO-CH3 or CHOH-CH3 in the case of daunorubicin derivatives or CO-CH2OH or CHOH-CH2OH in the case of doxorubicin derivatives; X is O or NH; and A is either a cyano group (CN) or a hydrogen, subject to the limitation that when X is O, A must be a cyano group. When A is hydrogen, these compounds can exist as acid addition salts, as well. Derivatives of these compounds are disclosed as well.
Inventors
- 👤 Carol W. Mosher
- 👤 George L. Tong
- 👤 Edward M. Acton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 11:30
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/02; C07D309/08; C07D309/14; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/252; A; A61; A61P; A61P35/00
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
176 words
A compound having the structure ##STR16## wherein R is selected from --CO--CH 3 , --CHOH--CH 3 , --CO--CH 2 OH, --CHOH--CH 2 OH, hydroxy, 1 to 3 carbon alkyls, 1 to 3 carbon terminal hydroxyalkyls, 2 to 7 carbon organic acid esters and diesters of --CO--CH 2 OH, --CHOH--CH 2 OH and --CHOH--CH 3 , --CO--CH 2 OH, --CHOH--CH 2 OH and --CHOH--CH 3 having 1 to 6 carbon alkyl or aryl ether replacements of one or more of their hydroxyls, and 13-ketimine derivatives of --CO--CH 3 and --CO--CH 2 OH; Y is hydrogen or methoxy; X is ═O or ═NH, R' and R" together are a hydrogen plus a hydroxy, both are hydrogens or R' is O-methoxy and R" is hydrogen; A is hydrogen or cyano subject to the limitation that when X is ═O, A must be cyano; Z is selected from oxygen, sulfur, --CH 2 -- and ##STR17## wherein R"' is a 1 to 3 carbon alkyl subject to the proviso that when Z is --CH 2 -- or ##STR18## A is cyano.
Claim 2
Dependent Claim
176 words
A compound having the structure ##STR16## wherein R is selected from --CO--CH 3 , --CHOH--CH 3 , --CO--CH 2 OH, --CHOH--CH 2 OH, hydroxy, 1 to 3 carbon alkyls, 1 to 3 carbon terminal hydroxyalkyls, 2 to 7 carbon organic acid esters and diesters of --CO--CH 2 OH, --CHOH--CH 2 OH and --CHOH--CH 3 , --CO--CH 2 OH, --CHOH--CH 2 OH and --CHOH--CH 3 having 1 to 6 carbon alkyl or aryl ether replacements of one or more of their hydroxyls, and 13-ketimine derivatives of --CO--CH 3 and --CO--CH 2 OH; Y is hydrogen or methoxy; X is ═O or ═NH, R' and R" together are a hydrogen plus a hydroxy, both are hydrogens or R' is O-methoxy and R" is hydrogen; A is hydrogen or cyano subject to the limitation that when X is ═O, A must be cyano; Z is selected from oxygen, sulfur, --CH 2 -- and ##STR17## wherein R"' is a 1 to 3 carbon alkyl subject to the proviso that when Z is --CH 2 -- or ##STR18## A is cyano.
Claim 3
Dependent Claim
9 words
A compound of claim 1 wherein A is H.
Claim 4
Dependent Claim
12 words
A pharmaceutically acceptable acid addition salt of a compound of claim 2.
Claim 5
Dependent Claim
9 words
A compound of claim 1 wherein Z is oxygen.
Claim 6
Dependent Claim
13 words
A compound of claim 4 wherein R' is hydroxyl and R" is hydrogen.
Claim 7
Dependent Claim
13 words
A compound of claim 4 wherein R" is hydroxyl and R' is hydrogen.
Claim 8
Dependent Claim
47 words
A compound having the structure ##STR19## wherein R is selected from CO--CH 3 , CHOH--CH 3 , CO--CH 2 OH and CHOH--CH 2 OH, X is selected from O and NH and A is selected from CN and H with A being CN when X is O.
Claim 9
Dependent Claim
47 words
A compound having the structure ##STR19## wherein R is selected from CO--CH 3 , CHOH--CH 3 , CO--CH 2 OH and CHOH--CH 2 OH, X is selected from O and NH and A is selected from CN and H with A being CN when X is O.
Claim 10
Dependent Claim
9 words
A compound of claim 1 having the structure ##STR20##
Claim 11
Dependent Claim
11 words
A compound of claim 8 wherein R is CO--CH 3 .
Claim 12
Dependent Claim
11 words
A compound of claim 8 wherein R is CHOH--CH 3 .
Claim 13
Dependent Claim
11 words
A compound of claim 8 wherein R is CO--CH 2 OH.
Claim 14
Dependent Claim
11 words
A compound of claim 8 wherein R is CHOH--CH 2 OH.
Claim 15
Dependent Claim
9 words
A compound of claim 7 having the structure ##STR21##
Claim 16
Dependent Claim
11 words
A pharmaceutically-acceptable acid addition salt of the compound of claim 13.
Claim 17
Dependent Claim
11 words
A compound of claim 13 wherein R is CO--CH 3 .
Claim 18
Dependent Claim
12 words
A pharmaceutically acceptable acid addition salt of the compound of claim 15.
Claim 19
Dependent Claim
11 words
A compound of claim 13 wherein R is CHOH--CH 3 .
Claim 20
Dependent Claim
12 words
A pharmaceutically acceptable salt addition salt of the compound of claim 17.
Claim 21
Dependent Claim
11 words
A compound of claim 13 wherein R is CO--CH 2 OH.
Claim 22
Dependent Claim
12 words
A pharmaceutically acceptable acid addition salt of the compound of claim 19.
Claim 23
Dependent Claim
11 words
A compound of claim 13 wherein R is CHOH--CH 2 OH.
Claim 24
Dependent Claim
12 words
A pharmaceutically acceptable acid addition salt of the compound of claim 21.
Claim 25
Dependent Claim
9 words
A compound of claim 7 having the structure ##STR22##
Claim 26
Dependent Claim
11 words
A compound of claim 23 wherein R is CO--CH 3 .
Claim 27
Dependent Claim
11 words
A compound of claim 23 wherein R is CHOH--CH 3 .
Claim 28
Dependent Claim
11 words
A compound of claim 23 wherein R is CO--CH 2 OH.
Claim 29
Dependent Claim
11 words
A compound of claim 23 wherein R is CHOH--CH 2 OH.
References Cited (Backward Citations)
US4109076A
Cited
US4301277A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-08-07 | 1988-02-06 | 1988-08-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-08-07 | 1992-02-06 | 1992-08-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-08-07 | 1996-02-06 | 1996-08-07 | $7700.00 | Window Closed / Lapsed |