US4248882A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Treating diabetes-associated complications with hydantoin amines
Assignee: Pfizer Inc
•
Filing: 1980-02-12
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Granted: 1981-02-03
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Expires: 2000-02-12
Abstract
Abstract A series of amino-and alkylamino-substituted spirohydantoins and pharmaceutically acceptable salts thereof useful as inhibitors of the enzyme aldose reductase and as therapeutic agents for the treatment of chronic complications associated with diabetes are disclosed. Preferred compounds include 6-chloro-8-amino-spiro[4H-2,3-dihydro-1-benzopyran-4,4'-imidazolidine] -2',5'-dione, the 6-fluoro and 8-methylamino- analogs thereof and the corresponding dihydrobenzothiopyran analogs of these compounds. The optical isomers of these compounds having the 4S-configuration are especially preferred.
Inventors
- 👤 Reinhard Sarges
- 👤 Rodney C. Schnur
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:50
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/10; A; A61; A61P; A61P25/00; A61P25/02; A61P27/00; A61P27/02; C07D491/00; C07D491/02; C07D491/10; C07D495/00; C07D495/02; C07D495/10
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
80 words
A compound of the formula ##STR4## or a the pharmaceutically acceptable salt thereof; wherein X is oxygen, sulfur or >N--R, wherein R is hydrogen or alkyl of 1 to 3 carbon atoms; R 1 is chloro, bromo, fluoro or alkyl of 1 to 3 carbon atoms; one of R 2 and R 3 is hydrogen; and the other of R 2 and R 3 is amino, monoalkylamino or dialkylamino, wherein each alkyl group has from 1 to 3 carbon atoms.
Claim 2
Dependent Claim
80 words
A compound of the formula ##STR4## or a the pharmaceutically acceptable salt thereof; wherein X is oxygen, sulfur or >N--R, wherein R is hydrogen or alkyl of 1 to 3 carbon atoms; R 1 is chloro, bromo, fluoro or alkyl of 1 to 3 carbon atoms; one of R 2 and R 3 is hydrogen; and the other of R 2 and R 3 is amino, monoalkylamino or dialkylamino, wherein each alkyl group has from 1 to 3 carbon atoms.
Claim 3
Dependent Claim
9 words
A compound of claim 1 wherein X is oxygen.
Claim 4
Dependent Claim
17 words
A compound of claim 2 wherein R 2 is hydrogen and R 3 is amino or methylamino.
Claim 5
Dependent Claim
15 words
A compound of claim 3 wherein R 1 is chloro and R 3 is amino.
Claim 6
Dependent Claim
15 words
A compound of claim 3 wherein R 1 is chloro and R 3 is methylamino.
Claim 7
Dependent Claim
15 words
A compound of claim 3 wherein R 1 is fluoro and R 3 is amino.
Claim 8
Dependent Claim
15 words
A compound of claim 3 wherein R 1 is fluoro and R 3 is methylamino.
Claim 9
Dependent Claim
15 words
A compound of claim 4, 5, 6 or 7 wherein the compound is the 4S-isomer.
Claim 10
Dependent Claim
9 words
A compound of claim 1 wherein X is sulfur.
Claim 11
Dependent Claim
17 words
A compound of claim 9 wherein R 2 is hydrogen and R 3 is amino or methylamino.
Claim 12
Dependent Claim
15 words
A compound of claim 10 wherein R 1 is chloro and R 3 is amino.
Claim 13
Dependent Claim
15 words
A compound of claim 10 wherein R 1 is chloro and R 3 is methylamino.
Claim 14
Dependent Claim
15 words
A compound of claim 10 wherein R 1 is fluoro and R 3 is amino.
Claim 15
Dependent Claim
15 words
A compound of claim 10 wherein R 1 is fluoro and R 3 is methylamino.
Claim 16
Dependent Claim
24 words
A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound of claim 1 in an amount effective for the treatment of diabetes-associated complications.
Claim 17
Dependent Claim
10 words
A pharmaceutical composition of claim 15 wherein X is oxygen.
Claim 18
Dependent Claim
24 words
A pharmaceutical composition of claim 16 wherein R 1 is chloro or fluoro, R 2 is hydrogen and R 3 is amino or methylamino.
Claim 19
Dependent Claim
12 words
A pharmaceutical composition of claim 17 wherein the compound is the 4S-isomer.
Claim 20
Dependent Claim
22 words
A method of treating diabetes-associated complications which comprises administering to a diabetic subject an effective amount of a compound of claim 1.
Claim 21
Dependent Claim
9 words
A method of claim 19 wherein X is oxygen.
Claim 22
Dependent Claim
23 words
A method of claim 20 wherein R 1 is chloro or fluoro, R 2 is hydrogen and R 3 is amino or methylamino.
Claim 23
Dependent Claim
11 words
A method of claim 21 wherein the compound is the 4S-isomer.
References Cited (Backward Citations)
DE1135915B
Cited
US3534037A
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US3821383A
Cited
US4117230A
Cited
US4130714A
Cited
US4177282A
Cited
US4176185A
Cited
US4181729A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-02-03 | 1984-08-04 | 1985-02-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-02-03 | 1988-08-04 | 1989-02-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-02-03 | 1992-08-04 | 1993-02-03 | $7700.00 | Window Closed / Lapsed |