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US 5,208,248 AGranted
Indazole-substituted five-membered heteroaromatic compounds
AssigneeMerck Sharpe & Dohme Ltd.
InventorsRaymond Baker, Mark S. Chambers, Leslie J. Street
Life of this patent
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Abstract
A class of indazole-substituted five-membered heteroaromatic compounds are specific 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.
Claims7
A compound of formula I:
- ##STR23## 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, nitrogen or carbon, provided that one of W, X, Y and Z represents oxygen and at least two of W, X, Y and Z represent nitrogen and one of W, X, Y and Z represents carbon;
- A is selected from the group consisting of hydrogen, hydrocarbon having up to 18 carbon atoms, halogen, cyano, trifluoromethyl, nitro, --OR.sup.x, OCOR.sup.x, --ONR.sup.x R.sup.y, --SR.sup.x, --NR.sup.x R.sup.y, --NR.sup.x OR.sup.y, --NR.sup.z NR.sup.x R.sup.y, --NR.sup.x COR.sup.y, --NR.sup.x CO.sub.2 R.sup.y, --NR.sup.x SO.sub.2 R.sup.y, --NR.sup.z CVNR.sup.x R.sup.y, --COR.sup.x, --CO.sub.2 R.sup.x and --CONR.sup.x R.sup.y ;
- E represents a bond or a straight or branched alkylene chain containing from 1 to 4 carbon atoms;
- F represents a group of formula:
- ##STR24## R.sup.1 represents --CH.sub.2.CHR.sup.4.NR.sup.x R.sup.y or a group of formula ##STR25## in which the broken line represents an optional chemical bond;
- R.sup.3, R.sup.4, R.sup.5 are independently selected from the group consisting of hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkenyl and C.sub.2-6 alkynyl;
- R.sup.x and R.sup.y independently represent hydrogen or hydrocarbon having up to 18 carbon atoms or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group;
- R.sup.z represents hydrogen or hydrocarbon having up to 18 carbon atoms;
- V represents oxygen, sulphur or a group of formula .dbd.N.G;
- and
- G represents hydrocarbon having up to 18 carbon atoms or an electron-withdrawing group selected from the group consisting of cyano, nitro, --COR.sup.x, --CO.sub.2 R.sup.x and --SO.sub.2 R.sup.x wherein R.sup.x is as defined above and salt thereof.
9 more elements
Dependencies are inferred from the claim text.