US 4,785,016 AGranted

Indole derivatives

AssigneeGlaxo Group Limited

InventorsBrian Evans, Alexander W. Oxford, Darko Butain

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Abstract

Indole derivatives are disclosed of formula (I): ##STR1## wherein R.sub.1 represents H, alkyl or alkenyl; R.sub.2 represents H, alkyl, alkenyl, cycloalkyl or phenyl or phenyl alkyl the phenyl ring being optionally substituted by halogen, alkyl, alkoxy, hydroxyl or by a group --NR.sub.a R.sub.b, or --CONR.sub.a R.sub.b, wherein R.sub.a and R.sub.b are H, alkyl, alkenyl, or with the nitrogen atom form a saturated monocyclic ring; R.sub.3 and R.sub.4 are H, alkyl or propenyl or together form an aralkylidene group; Alk represents a Cf.sub.2-3 alkyl chain optionally substituted by one or two alkyl groups; and A.sup.1 represents a C.sub.2-5 alkenyl chain and salts and solvates thereof. The compounds have selective vasoconstrictor activity and are useful in treating and/or preventing pain resulting from dilatation of the cranial vasculature, particularly migraine. The compounds may be formulated in conventional manner with pharmaceutically acceptable carriers or excipients. Various process for the preparation of the compounds (I) are disclosed.

Claims8

Dependent claims

Indoles of the formula (I):

##STR19## wherein R.sub.1 represents a hydrogen atoms or a C.sub.1-6 alkyl or C.sub.3-6 alkenyl group;
R.sub.2 represents a hydrogen atom, a C.sub.1-3 alkyl, C.sub.3-6 alkenyl, or C.sub.5-7 cycloalkyl group, or a phenyl or phenyl (C.sub.1-4) alkyl group in which the phenyl ring is unsubstituted or substituted by a halogen atom, a C.sub.1-3 alkyl, C.sub.1-3 alkoxy or hydroxyl group, or by a group --NR.sub.a R.sub.b, or --CONR.sub.a R.sub.b, wherein R.sub.a and R.sub.b, which may be the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl or C.sub.3-6 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated monocyclic 5 to 7-membered ring or a saturated monocyclic 5 to 7-membered ring containing an additional oxygen atom or group NR.sub.5, where R.sub.5 is a hydrogen or a C.sub.1-3 alkyl;
R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl or propenyl group or R.sub.3 and R.sub.4 together form an aralkylidene benzylidene group;
Alk represents an alkyl chain containing two or three carbon atoms which may be unsubstituted or substituted by not more than two C.sub.1-3 alkyl groups;
and
A.sup.1 represents an alkenyl chain containing two to five carbon atoms, and physiologically acceptable salts and solvates thereof.

3 more elements

Dependencies are inferred from the claim text.