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US4117230A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydantoin derivatives as therapeutic agents

Assignee: Pfizer Inc
•
Filing: 1977-02-11
•
Granted: 1978-09-26
•
Expires: 1997-02-11
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Abstract

Abstract A series of spiro-hydantoin compounds has been prepared by condensing the appropriate carbonyl ring compound, such as the corresponding 1-indanone, 1-tetralone, 4-chromanone, thiochroman-4-one, 7,8-dihydroquinolin-5(6H)-one, 6,7-dihydropyrindin-5(5H)-one, thiondane-3-one-1,1-dioxide and 4-oxoisothiochroman-2,2-dioxide, respectively, with potassium cyanide and ammonium carbonate. The resulting hydantoin derivatives are found to be useful in preventing or alleviating chronic diabetic complications. Preferred member compounds include spiro-[imidazolidine-4,1'-indan]-2,5-dione, 6-fluoro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione, 6-chloro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione, 6,7-dichloro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione, 6,8-dichloro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione, 6'-fluoro-spiro-[imidazolidine-4,4'-thiochroman]-2,5-dione and 6',7'-dichloro-spiro-[imidazolidine-4,4'-thiochroman]-2,5-dione.

Inventors

  • 👤 Reinhard Sarges

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 19:07
CPC Classifications
C; C07; C07D; C07D235/00; C07D235/02; C07C; C07C323/00; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D487/00; C07D487/02; C07D487/10; C07D491/00; C07D491/02; C07D491/10; C07D495/00; C07D495/02; C07D495/10

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 29 words
A compound of the formula: ##STR10## and the base salts thereof with pharmacologically acceptable cations, wherein W is --(CH 2 ) n -- and n is zero or one.
Claim 2
Dependent Claim 29 words
A compound of the formula: ##STR10## and the base salts thereof with pharmacologically acceptable cations, wherein W is --(CH 2 ) n -- and n is zero or one.
Claim 3
Dependent Claim 11 words
A compound as claimed in claim 1 wherein n is zero
Claim 4
Dependent Claim 11 words
A compound as claimed in claim 1 wherein n is one.
Claim 5
Dependent Claim 64 words
A compound of the formula: ##STR11## and the base salts thereof with pharmacologically acceptable cations, wherein X is hydrogen and X 4 is hydroxy or lower alkoxy; or X and X 4 , when taken separately, are each lower alkoxy, and when taken together are --OCH 2 (CH 2 ) n O-- Y is oxygen or sulfur; and n is zero or one. pg,55
Claim 6
Dependent Claim 64 words
A compound of the formula: ##STR11## and the base salts thereof with pharmacologically acceptable cations, wherein X is hydrogen and X 4 is hydroxy or lower alkoxy; or X and X 4 , when taken separately, are each lower alkoxy, and when taken together are --OCH 2 (CH 2 ) n O-- Y is oxygen or sulfur; and n is zero or one. pg,55
Claim 7
Dependent Claim 20 words
A compound as claimed in claim 4 wherein X is hydrogen, X 4 is lower alkoxy and Y is oxygen.
Claim 8
Dependent Claim 20 words
A compound as claimed in claim 4 wherein X is hydrogen, X 4 is lower alkoxy and Y is sulfur.
Claim 9
Dependent Claim 16 words
A compound of the formula: ##STR12## and the base salts thereof with pharmacologically acceptable cations, wherein
Claim 10
Dependent Claim 16 words
A compound of the formula: ##STR12## and the base salts thereof with pharmacologically acceptable cations, wherein
Claim 11
Dependent Claim 14 words
X is hydrogen and X 5 is fluorine, chlorine, bromine or lower alkoxy; or
Claim 12
Dependent Claim 14 words
X is hydrogen and X 5 is fluorine, chlorine, bromine or lower alkoxy; or
Claim 13
Dependent Claim 33 words
X and X 5 , when taken separately, are each chlorine or lower alkoxy, and when taken together are --(OCH 2 (CH 2 ) n O--; ##STR13## and n is zero or one.
Claim 14
Dependent Claim 33 words
X and X 5 , when taken separately, are each chlorine or lower alkoxy, and when taken together are --(OCH 2 (CH 2 ) n O--; ##STR13## and n is zero or one.
Claim 15
Dependent Claim 19 words
A compound as claimed in claim 7 wherein X is hydrogen, X 5 is fluorine and Q is ##STR14##
Claim 16
Dependent Claim 20 words
A compound as claimed in claim 7 wherein X is hydrogen, X 5 is lower alkoxy and Q is ##STR15##
Claim 17
Dependent Claim 21 words
A compound as claimed in claim 7 wherein X is hydrogen, and X 5 is lower alkoxy and Q is ##STR16##
Claim 18
Dependent Claim 19 words
A compound as claimed in claim 7 wherein X is hydrogen, X 5 is fluorine and Q is ##STR17##

References Cited (Backward Citations)

US2716648A Cited
US2683718A Cited
DE1135915B Cited
US3532744A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-25 1982-03-27 1982-09-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-25 1986-03-27 1986-09-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-25 1990-03-27 1990-09-26 $7700.00 Window Closed / Lapsed

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