Heterocyclic compounds
AssigneeGlaxo Group Limited
InventorsMichael D. Dowle, Ian H. Coates
Life of this patent
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Abstract
Indole derivatives of the general formula (I) are disclosed: ##STR1## where R.sub.1 is H or an alkyl or alkenyl group, R.sub.2 is H, or an alkyl, alkenyl, aryl, aralkyl or cycloalkyl group; R.sub.3 is H or an alkyl group; R.sub.4 and R.sub.5 are independently H or an alkyl or propenyl group or together form an aralkylidene group; and Alk is an optionally substituted alkylene chain; and their physiologically acceptable salts and solutes. These compounds are potentially useful for the treatment of migraine and may be formulated as pharmaceutical compositions in conventional manner. Various methods for the production of the compounds are disclosed including a Fischer-indole cyclization process.
Claims18
A compound of formula (I):
- ##STR7## wherein R.sub.1 represents a hydrogen atom or a C.sub.1-6 alkyl or C.sub.3-6 alkenyl group;
- R.sub.2 represents a hydrogen atom or a C.sub.1-3 alkyl, C.sub.3-6 alkenyl, phenyl, phen(C.sub.1-4) alkyl or C.sub.5-7 cycloalkyl group;
- R.sub.3 represents a hydrogen atom or a C.sub.1-3 alkyl group;
- R.sub.4 and R.sub.5, which are the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl or propenyl group or R.sub.4 and R.sub.5 together form a benzylidene group;
- and
- Alk represents an alkylene chain containing two or three carbon atoms which is unsubstituted or substituted by not more than two C.sub.1-3 alkyl groups,
- and physiologically acceptable salts and solvates thereof.
A compound of the formula (I) ##STR8## wherein R.sub.1 represents a hydrogen atom or a C.sub.1-3 alkyl group;
- R.sub.2 represents a hydrogen atom or a C.sub.1-3 alkyl group, a C.sub.3-4 alkenyl group or a phen(C.sub.1-2)alkyl group;
- R.sub.3 represents a hydrogen atom;
- R.sub.4 and R.sub.5, which are the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl group;
- and
- Alk represents an alkylene chain containing two or three carbon atoms which is unsubstituted or substituted by not more than two C.sub.1-3 alkyl groups,
- and physiologically acceptable salts and solvates thereof.
3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide or a physiologically acceptable salt or solvate thereof.
3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide, hydrochloride;
- or 3-(2-aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide, succinate.
Dependencies are inferred from the claim text.