6-Oxo-7-substituted-6H-indeno-[5,4-b]furan(and thiophene)-carboxylic acids
AssigneeMerck & Co., Inc.
InventorsEdward J. Cragoe, Jr., Otto W. WOLTERSDORF, Jr.
Life of this patent
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Abstract
6-Oxo-7-substituted -6H-indeno-[5,4-b]furan(and thiophene)carboxylic acids; the 1,2,7,8-tetrahydro; 7,8-dihydro; and 1,2-dihydro derivatives; and the salt, ester and amide derivatives thereof are disclosed having diuretic-saluretic and antihypertensive activity.
Claims20
A compound having the formula:
- ##SPC12##
- wherein the dotted lines indicate no unsaturation or 1,2-,7,8-, and 1,2,7,8- unsaturated embodiments;
- A is oxygen or sulfur;
- R is hydrogen, lower alkyl or halo;
- R.sup.1 is lower alkyl or cycloalkyl having from 3-6 carbon atoms;
- R and R.sup.1, together with the carbon atom to which they are attached, may be joined to form a cycloalkyl radical having from 3 to about 6 carbon atoms;
- R.sup.2 is hydrogen, lower alkyl or phenyl;
- X.sup.1 is lower alkyl or halo;
- X.sup.2 is hydrogen, lower alkyl or halo;
- a 7-alkylidene embodiment is characterized in that the substituent at the 7-position is = CR.sup.3 R.sup.4 ;
- wherein R.sup.3 and R.sup.4 are independently selected from a group consisting of hydrogen, lower alkyl, cycloalkyl having from 3 - 6 carbon atoms, and phenyl;
- and if the dotted line at the 7,8-position represents unsaturation the R radical is nonexistent;
- and the non-toxic, pharmacologically acceptable salt and lower alkyl ester derivatives thereof.
4',5'-Dichloro-6' -oxo-1',2',7',8'-tetrahydrospiro-(cyclopentane-1,7',-6' H-ideno[5,4-b]furan)-2'-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6-oxo-7-propyl-7,8-dihydro-6H-inde no[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6-oxo-7-bromo-7-propyl-7,8-dihydro -6H-indeno[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6-oxo-7-propyl-6H-indeno-[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimet hyl-6-oxo-7-propylidene-7,8-dihydro-6H-indeno[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimet hyl-6-hydroxy-7-propyl-1,2,7,8-tetrahydro-6H-indeno[5,4-b]-furan-2-carboxyl ic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6- oxo-7-propyl-1,2,7,8-tetrahydro-6H-indeno[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimet hyl-6-oxo-7-bromo-7-propyl-1,2,7,8-tetrahydro-6H-indeno[5,4-b]furan-2-carbo xylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6-oxo-7- propyl-1,2-dihydro-6H-indeno[5,4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
4,5-Dimethyl-6-oxo-7-propylidene-1,2,7,8-tetrahydro-6H-indeno[5, 4-b]furan-2-carboxylic acid and its nontoxic pharmaceutically acceptable salt and lower alkyl ester derivatives.
Dependencies are inferred from the claim text.