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Generated: August 17, 2017

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Title: Substituted indenyl acetic acids
Abstract:New substituted indenyl acetic acids and nontoxic pharmaceutically acceptable amides, esters and salts derived therefrom. The substituted indenyl acetic acids disclosed herein have anit-inflammatory, anti-pyretic and analgesic activity.
Inventor(s): Shen; Tsung-Ying (Westfield, NJ), Greenwald; Richard B. (Framingham, MA), Jones; Howard (Holmdel, NJ), Linn; Bruce O. (Somerville, NJ), Witzel; Bruce E. (Westfield, NJ)
Assignee: Merck & Co., Inc. (Rahway, NJ)
Filing Date:Aug 23, 1974
Application Number:05/499,870
Claims:1. A compound of the formula ##SPC2##

wherein:

Ar is phenyl;

R.sub.1 is hydrogen, C.sub.1.sub.-5 loweralkyl or halogenated C.sub.1.sub.-5 loweralkyl;

R.sub.2 is hydrogen or C.sub.1.sub.-5 loweralkyl;

R.sub.3, r.sub.4, r.sub.5 and R.sub.6 are each hydrogen, C.sub.1.sub.-5 loweralkyl, C.sub.1.sub.-5 loweralkanoyloxy, benzyloxy, C.sub.1.sub.-5 loweralkoxy, nitro, amino, C.sub.1.sub.-5 loweralkanoylamino, benzoylamino, C.sub.1.sub.-5 loweralkylamino, di-C.sub.1.sub.-5 loweralkylamino, di-C.sub.1.sub.-5 loweralkylaminoalkyl, sulfamyl, C.sub.1.sub.-5 loweralkylthio, mercapto, halogen, hydroxy, hydroxy C.sub.1.sub.-5 loweralkyl, C.sub.1.sub.-5 loweralkylsulfonyl, carboxyl, carb C.sub.1.sub.-5 loweralkoxy, carbamido, halogeno C.sub.1.sub.-5 loweralkyl, at least one of R.sub.3 -R.sub.6 being C.sub.1.sub.-5 loweralkanoyloxy, benzoyloxy, C.sub.1.sub.-5 loweralkanoylamino or benzoylamino;

R.sub.7 may be C.sub.1.sub.-5 loweralkyl or C.sub.1.sub.-5 loweralkylsulfonyl;

R.sub.8 may be hydrogen, halogen, hydroxy, C.sub.1.sub.-5 loweralkoxy or halo C.sub.1.sub.-5 loweralkyl; and

M may be hydroxy, C.sub.1.sub.-5 loweralkoxy and the pharmaceutically acceptable acid salts.

2. The compound of claim 1 wherein

R.sub.1 is hydrogen;

R.sub.2 is methyl;

R.sub.3, r.sub.5 and R.sub.6 are each hydrogen;

R.sub.4 is acetoxy;

R.sub.7 is p-methylsulfinyl;

R.sub.8 is hydrogen; and

M is hydroxy.

3. The compound of claim 1 wherein

R.sub.1 is hydrogen or C.sub.1.sub.-5 loweralkyl;

R.sub.2 is C.sub.1.sub.-5 loweralkyl;

R.sub.3, r.sub.4, r.sub.5 and R.sub.6 are each hydrogen, C.sub.1.sub.-5 loweralkanoyloxy, benzoyloxy, C.sub.1.sub.-5 loweralkanoylamino, benzoylamino, fluoro, C.sub.1.sub.-5 loweralkoxy or di-C.sub.1.sub.-5 loweralkylamino, no more than two of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 being other than hydrogen;

R.sub.7 is methylsulfinyl or methylsulfonyl;

R.sub.8 is hydrogen; and

M is hydroxy or C.sub.1.sub.-5 loweralkoxy.

4. The compound of claim 3 wherein

R.sub.1 is hydrogen;

R.sub.2 is C.sub.1.sub.-5 loweralkyl;

R.sub.7 is methylsulfinyl; and

M is hydroxy.

5. The compound of claim 4 wherein

R.sub.3 and R.sub.6 are each hydrogen;

R.sub.4 and R.sub.5 are each hydrogen, C.sub.1.sub.-5 loweralkanoyloxy, fluoro, C.sub.1.sub.-5 loweralkoxy, di-C.sub.1.sub.-5 loweralkylamino, C.sub.1.sub.-5 loweralkanoylamino or benzoylamino.
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