4-Benzyl-1H-indole derivatives
AssigneeRoussel Uclaf
InventorsFrancois Clemence, Jacques Guillaume, Gilles Hamon
Life of this patent
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Abstract
Novel 4-benzyl-1H-indoles of the formula ##STR1## in all diastereoisomeric forms and mixtures thereof having anti-arhythmic activity.
Claims19
A compound selected from the group consisting of racemic or diastereoisomer forms of a 4-benzyl-1H-indole compound of the formula ##STR24## wherein R.sub.1 and R taken together with the nitrogen to which they are attached form morpholino or piperazyinyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, phenyl, naphthyl, aralkyl and diaralkyl of 7 to 14 carbon atoms, A is ##STR25## or --(CH.sub.2).sub.n, n is 2, 3, 4 or 5, X and Y are both hydrogen or one is hydrogen and the other is selected from the group consisting of --OH, alkoxy and alkyl of 1 to 4 carbon atoms, or X and Y together form a member of the group consisting of .dbd.O, alkylidene of 1 to 4 carbon atoms, a, b, c and d are all hydrogen or a and b form .dbd.O and c and d are hydrogen or one of a and b with one of c and d form a carbon-carbon bond and the others are both hydrogen, Z is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl and alkynyl of 2 to 5 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms and aralkyl of 7 to 14 carbon atoms, all optionally substituted with at least one member of the group consisting of --OH, halogen and alkyl and alkoxy of 1 to 5 carbon atoms and ##STR26## R.sub.2 is alkylene of 2 to 5 carbon atoms, R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms and aralkyl of 7 to 12 carbon atoms, all optionally substituted with at least one substituent selected from the group consisting of halogen, alkyl or alkoxy of 1 to 5 carbon atoms, hydroxy, trifluoromethyl, methylthio, nitro, amino and monoalkylamino or dialkylamino where in alkyl of 1-5 carbon atoms or taken together with the nitrogen to which they are attached form morpholino or piperazinyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, phenyl, naphthyl and aralkyl and diaralkyl of 7 to 14 carbon atoms or its non-toxic, pharmaceutically acceptable acid addition salts.
Dependencies are inferred from the claim text.