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US 5,510,359 AGranted
Heteroaromatic 5-hydroxytryptamine receptor agonists
AssigneeMerck Sharp & Dohme Corp.
InventorsJose L. Castro Pineiro, Victor G. Matassa
Life of this patent
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Abstract
A class of substituted five-membered heteroaromatic compounds possessing an imino spacer group are selective agonists of 5-HT.sub.1 -like receptors and are therefore useful in the treatment of clinical conditions, in particular migraine and associated disorders, for which a selective agonist of these receptors is indicated.
Claims5
A compound of formula I, or a pharmaceutically acceptable salt or prodrug thereof:
- ##STR20## wherein the broken circle represents two non-adjacent double bonds in any position in the five-membered ring;
- W, X, Y and Z independently represent oxygen, sulphur, nitrogen or carbon, provided that one of W, X, Y and Z represents oxygen or sulphur and at least one of W, X, Y and Z represents carbon;
- A represents hydrogen, hydrocarbon, a heterocyclic group, halogen, cyano, trifluoromethyl, --OR.sup.x, --SR.sup.x, --NR.sup.x R.sup.y, --NR.sup.x CO.sub.2 R.sup.y, --NR.sup.x CO2R.sup.y, --NR.sup.x SO.sub.2 R.sup.y, or --NR.sup.z CTNR.sup.x R.sup.y ;
- E represents a bond or a straight or branched alkylene chain containing from i to 4 carbon atoms;
- F represents a group of formula ##STR21## U represents nitrogen or C--R.sup.2 ;
- B represents oxygen, sulphur or N--R.sup.3 ;
- R.sup.1 represents --CH.sub.2 .multidot.CHR.sup.4 .multidot.NR.sup.6 R.sup.7 or a group of formula ##STR22## in which the broken line represents an optional chemical bond;
- R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent hydrogen or C.sub.1-6 alkyl;
- R.sup.x and R.sup.y independently represent hydrogen, hydrocarbon or a heterocyclic group, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group;
- R.sup.z represents hydrogen, hydrocarbon or a heterocyclic group;
- T represents oxygen, sulphur or a group of formula .dbd.N.G;
- and
- G represents hydrocarbon, a heterocyclic group or an electron-withdrawing group.
10 more elements
A pharmaceutical composition comprising a compound as claimed in in association with a pharmaceutically acceptable carrier or excipient.
Dependencies are inferred from the claim text.