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US4889859A
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Pyrido[2,3-d]pyrimidine derivatives
Assignee: Eli Lilly and Co
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Filing: 1988-02-05
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Granted: 1989-12-26
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Expires: 2008-02-05
Abstract
Abstract Derivatives of N-[2-(5,6,7,8-tetrahydropyrido-[2,3-d]pyrimidin-6-yl)-alkyl]benzoyl-L- glutamic acid are antineoplastic agents. A typical embodiment is N-(2-fluoro-4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido-[2,3-d]py rimidin-6- yl)ethyl]benzoyl)-L-glutamic acid.
Inventors
- 👤 Edward C. Taylor
- 👤 Chuan Shih
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 18:19
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P35/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
90 words
A compound selected from the group consisting of (i) a tetrahydro[2,3-d]pyrimidine the formula: ##STR12## wherein R 1 is hydroxy or amino; R 2 is hydrogen, methyl, or ethyl; one or two members of R 3 , R 5 , R 6 , and R 7 are selected from the group consisting of chloro and fluoro and the remaining members of R 3 , R 5 , R 6 , and R 7 are hydrogen; (ii) the pharmaceutically acceptable salts thereof; and (iii) diastereoisomeric mixtures of said tetrahydro[2,3-d]pyrimidines or their salts.
Claim 2
Dependent Claim
90 words
A compound selected from the group consisting of (i) a tetrahydro[2,3-d]pyrimidine the formula: ##STR12## wherein R 1 is hydroxy or amino; R 2 is hydrogen, methyl, or ethyl; one or two members of R 3 , R 5 , R 6 , and R 7 are selected from the group consisting of chloro and fluoro and the remaining members of R 3 , R 5 , R 6 , and R 7 are hydrogen; (ii) the pharmaceutically acceptable salts thereof; and (iii) diastereoisomeric mixtures of said tetrahydro[2,3-d]pyrimidines or their salts.
Claim 3
Dependent Claim
16 words
A compound according to claim 1 wherein R 1 is hydroxy and R 2 is hydrogen.
Claim 4
Dependent Claim
45 words
A compound according to claim 2 wherein one of R 3 , R 5 , R 6 , and R 7 is chloro or fluoro and the remaining members of R 3 , R 5 , R 6 , and R 7 are each hydrogen.
Claim 5
Dependent Claim
10 words
A compound according to claim 3 which is N-(2-chloro-4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid.
Claim 6
Dependent Claim
10 words
A compound according to claim 3 which is N-(2-fluoro-4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid.
Claim 7
Dependent Claim
49 words
The method of inhibiting neoplastic growth in a mammal which growth is dependent on folic acid or a metabolic derivative of folic acid as a substrate, which comprises administering to the mammal in a single or multiple dose regimen an effective amount of a compound according to claim 1.
Claim 8
Dependent Claim
64 words
A pharmaceutical composition for inhibiting neoplastic growth in a mammal which growth is dependent on folic acid or a metabolic derivative of folic acid as a substrate, which comprises an amount of a compound according to claim 1 which upon administration to the mammal in a single or multiple dose regiment is effective to inhibit said growth, in combination with a pharmaceutically acceptable carrier.
Claim 9
Dependent Claim
91 words
A compound selected from the group consisting of (i) a tetrahydro[2,3-d]pyrimidine the formula: ##STR13## wherein R 1 is hydroxy or amino; R 2 is hydrogen, methyl, or ethyl; none, one or two members of R 4 , R 5 , R 6 , and R 7 are selected from the group consisting of chloro and fluoro and the remaining members of R 4 , R 5 , R 6 , and R 7 are hydrogen; (ii) the pharmaceutically acceptable salts thereof; and (iii) diastereoisomeric mixtures of said tetrahydro[2,3-d]pyrimidines or their salts.
Claim 10
Dependent Claim
91 words
A compound selected from the group consisting of (i) a tetrahydro[2,3-d]pyrimidine the formula: ##STR13## wherein R 1 is hydroxy or amino; R 2 is hydrogen, methyl, or ethyl; none, one or two members of R 4 , R 5 , R 6 , and R 7 are selected from the group consisting of chloro and fluoro and the remaining members of R 4 , R 5 , R 6 , and R 7 are hydrogen; (ii) the pharmaceutically acceptable salts thereof; and (iii) diastereoisomeric mixtures of said tetrahydro[2,3-d]pyrimidines or their salts.
Claim 11
Dependent Claim
16 words
A compound according to claim 8 wherein R 1 is hydroxy and R 2 is hydrogen.
Claim 12
Dependent Claim
46 words
A compound according to claim 9 wherein one of R 4 , R 5 , R 6 , and R 7 is hydrogen, chloro, or fluoro, and the remaining members of R 4 , R 5 , R 6 , and R 7 are each hydrogen.
Claim 13
Dependent Claim
10 words
A compound according to claim 10 which is N-(3-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido-[2,3-d]pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid.
Claim 14
Dependent Claim
10 words
A compound according to claim 10 which is N-(2-fluoro-5-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl)-L-glutamic acid.
Claim 15
Dependent Claim
49 words
The method of inhibiting neoplastic growth in a mammal which growth is dependent on folic acid or a metabolic derivative of folic acid as a substrate, which comprises administering to the mammal in a single or multiple dose regimen an effective amount of a compound according to claim 8.
Claim 16
Dependent Claim
64 words
A pharmaceutical composition for inhibiting neoplastic growth in a mammal which growth is dependent on folic acid or a metabolic derivative of folic acid as a substrate, which comprises an amount of a compound according to claim 8 which upon administration to the mammal in a single or multiple dose regimen is effective to inhibit said growth, in combination with a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
US4684653A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-12-25 | 1993-06-26 | 1993-12-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-12-25 | 1997-06-26 | 1997-12-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-12-25 | 2001-06-26 | 2001-12-26 | $7700.00 | Window Closed / Lapsed |