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US 3,976,681 AGranted
[1,3-Dioxo-2-substituted and 2,2-disubstituted- indanyloxy (or thio] alkanoic acids
AssigneeMerck & Co., Inc.
InventorsEdward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
Life of this patent
Estimating the term…
Abstract
[1,3-Dioxo-2-substituted and 2,2-disubstituted-indanyloxy(or thio)]alkanoic acids and their salts, esters and amides 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-di or 2-)substituted-6-hydroxy-(or mercapto)-1,3-indanedione with a haloalkanoic acid or ester thereof and if the ester is employed hydrolyzing the ester.
Claims10
A compound of the formula:
- ##SPC14##
- wherein
- R is lower alkyl having from 1 to 5 carbon atoms, cycloalkyl having 5 to 6 nuclear carbon atoms, phenyl or substituted phenyl wherein the substituent is lower alkyl or halo;
- R.sup.1 is hydrogen, lower alkyl having 1 to 5 carbon atoms, lower alkenyl having 3 to 5 carbon atoms, lower alkynyl having from 3 to 5 carbon atoms, phenyl lower alkyl wherein lower alkyl has 1 to 3 carbon atoms or phenyl lower alkenyl or hydroxy lower alkyl;
- phenyl, or substituted phenyl wherein the substituent is lower alkyl or halo;
- or
- R and R.sup.1 may be joined together with the carbon atom to which they are attached to form a cycloalkyl having from 3 to 7 nuclear carbon atoms;
- X.sup.1 is hydrogen, methyl or halo and
- X.sup.2 is methyl or halo;
- or
- Y is alkylene or haloalkylene containing a maximum of 4 carbon atoms,
- and the non-toxic, pharmacologically acceptable salt and lower alkyl ester derivative thereof.
9 more elements
A compound of the formula:
- ##SPC15##
- wherein
- R.sup.3 is lower alkyl having from 1 to 3 carbon atoms or cycloalkyl having from 5 to 6 nuclear carbon atoms;
- R.sup.4 is hydrogen, lower alkyl having from 1 to 3 carbon atoms or phenyl, or
- R.sup.3 and R.sup.4 may be joined together with the carbon atom to which they are attached to form a cycloalkyl radical containing from 5 to 6 nuclear carbon atoms;
- X.sup.3 and X.sup.4 are the same or different radicals selected from methyl or chloro, its racemic form, its enantiomers and its non-toxic, pharmaceutically acceptable salt, and lower alkyl ester derivative thereof.
3 more elements
A compound of the formula:
- ##SPC16##
- wherein
- R.sup.7 is lower alkyl having 1 to 3 carbon atoms;
- R.sup.8 is lower alkyl having from 1 to 3 carbon atoms;
- X.sup.3 and X.sup.4 are the same or different radicals selected from methyl or chloro, its racemic form, its enantiomers and its non-toxic, pharmacologically acceptable salt and lower alkyl ester derivative thereof.
2 more elements
Dependencies are inferred from the claim text.