1'-Substituted spiro[imidazolidine-4,3'-indoline]2,2',5-triones

Details 1'-Substituted spiro[imidazolidine-4,3'-indoline]2,2',5-triones 1'-Substituted spiro[imidazolidine-4,3'-indoline]2,2',5-triones

1980-10-29

1984-12-25

Fan, Jane T.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Parasitic organism or component thereof or substance...

548309, C07D40302

Patent

active

044903812

ABSTRACT:
The invention concerns novel 1'-substituted spiro[imidazolidine-4,3'-indoline]-2,2',5-triones of the formula: ##STR1## in which R.sup.1 is (1-12C)alkyl; phenyl, naphthylmethyl or cinnamyl optionally bearing 1-2 halogeno substituents; or benzyl optionally bearing 1-3 substituents independently selected from halogeno, trifluoromethyl, (1-4C)-alkyl, (1-4C)alkoxy, nitro, cyano and hydroxy; and ring A optionally bears one substituent selected from halogeno, (1-4C)alkyl, (1-4C)alkoxy, nitro and hydroxy, or two substituents independently selected from halogeno (1-4C)alkyl and nitro; or a pharmaceutically acceptable salt thereof; but excluding those compounds wherein R.sup.1 is methyl, ethyl, n-propyl or unsubstituted benzyl and benzene ring A is unsubstituted.
The compounds of the invention are potent inhibitors of the enzyme aldose reductase and are of use in the treatment or prophylaxis of certain complications of diabetes or galactosemia. The invention also embraces processes for the manufacture of the novel compounds of formula I, as well as pharmaceutical compositions of such compounds. A representative compound is 1'-(2-fluoro-4-bromobenzyl)-spiro]imidazolidine-4,3'-indoline]-2,2',5-trio ne.

REFERENCES:
patent: 4248882 (1981-02-01), Sarges et al.
Otomasu et al., Chem. Pharm. Bull. 23 (7) 1431-1435, 1975.
Schafer, Archiv der Pharmazie, 1970, 303, 183-191.
European patent application publication No. 11426.

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