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US 3,984,465 AGranted
1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids
AssigneeMerck & Co., Inc.
InventorsEdward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
Life of this patent
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Abstract
1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids and their salt, ester, anhydride, amide and 5-tetrazolyl derivatives are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. The acid products are prepared by treating a 2,2-disubstituted-5-hydroxy(or mercapto)-1-indanone with an haloalkanoic acid or ester thereof and, if the ester is employed, hydrolyzing the ester.
Claims19
A compound of the formula ##SPC22##
- wherein
- A is oxygen;
- R is lower alkyl or cycloalkyl having from 3-6 carbon atoms;
- R.sup.1 is lower alkyl, lower alkenyl, halo lower alkenyl, lower alkynyl, phenyl lower alkyl, phenyl lower alkenyl, hydroxy lower alkyl, lower alkoxy lower alkyl, oxo lower alkyl or hydroxy cycloalkyl having 4-6 carbon atoms, cycloalkyl alkyl containing 4-7 carbon atoms;
- R.sup.2 is hydrogen, halo, lower alkyl, phenyl or substituted phenyl wherein the substituent is lower alkyl or halo;
- R.sup.n is hydrogen or methyl;
- X.sup.1 is hydrogen, methyl or halo;
- and
- X.sup.2 is methyl or halo;
- and
- Y is alkylene or haloalkylene containing a maximum of 4 carbon atoms,
- and the non-toxic pharmacologically acceptable salt and lower alkyl ester derivatives thereof.
9 more elements
A compound of the formula:
- ##SPC23##
- wherein
- R.sup.3 is lower alkyl, cycloalkyl containing from 5-6 nuclear carbon atoms, hydroxy cycloalkyl containing 4-6 carbon atoms, or phenyl lower alkyl;
- R.sup.4 is lower alkyl and
- X.sup.3 and X.sup.4 are the same or different radicals selected from methyl or chloro,
- and the non-toxic, pharmacologically acceptable salt derivatives thereof.
3 more elements
Dependencies are inferred from the claim text.