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US 5,491,153 AGranted
3-amidoindolyl derivative
AssigneeMerrell Dow Pharmaceuticals Inc.
InventorsFrancesco G. Salituro, Bruce M. Baron
Life of this patent
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Abstract
The present invention is directed to a new class of 3-amido and 3-sulfamido-indolyl NMDA antagonists and their use in the treatment of a number of disease states.
Claims19
A compound of the formula:
- ##STR87## in which Z is represented by H, C.sub.1 -C.sub.4 alkyl, phenyl, substituted phenyl in which the phenyl ring may be optionally substituted with up to 3 substituents, wherein each substituent is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, CN, NH.sub.2 and NO.sub.2, or a phenylalkyl substituent in which the phenyl ring may be optionally substituted with up to 3 substituents, wherein each substituent is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, CN, NH.sub.2 and NO.sub.2 :
- R is represented by hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, NO.sub.2 or CN;
- B is represented by hydrogen, C.sub.1 -C.sub.4 alkyl, phenylalkyl substituent in which the phenyl ring may be optionally substituted with up to 3 substituents, wherein each substituent is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, CN, NH.sub.2 and NO.sub.2, or --CH.sub.2 --COR.sub.2 ;
- X is represented by CO or SO.sub.2 ;
- A is represented by a substituent selected from the group consisting of:
- ##STR88## R.sub.1 and R.sub.2 are each independently represented by a substituent selected from the group consisting of --OH, --OR.sub.3, --NR.sub.4 R.sub.5, --OCH.sub.2 OR.sub.3, and --O--(CH.sub.2).sub.m --NR.sub.6 R.sub.7, in which m is an integer from 1-4;
- R.sub.3 is represented by C.sub.1 -C.sub.4 alkyl, phenyl, substituted phenyl in which the phenyl ring may be optionally substituted with up to 3 substituents, wherein each substituent is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, CN, NH.sub.2 and NO.sub.2 or an phenylalkyl substituent in which the phenyl ring may be optionally substituted with up to 3 substituents, wherein each substituent is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CF.sub.3, OCF.sub.3, OH, CN, NH.sub.2 and NO.sub.2 ;
- R.sub.4 and R.sub.5 are each independently represented by hydrogen or a C.sub.1 -C.sub.4 alkyl;
- R.sub.6 and R.sub.7 are each independently represented by hydrogen or a C.sub.1 -C.sub.4 alkyl;
- and the pharmaceutically acceptable salts thereof, with the proviso that with respect to a substituted phenyl ring, there may not be more than one NH.sub.2 or NO.sub.2 nor both an alkoxy and a hydroxy on any one phenyl ring.
7 more elements
Dependencies are inferred from the claim text.