Claims
- 1. A compound of formula I, or a salt or prodrug thereof: ##STR25## wherein the 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 is selected from the group consisting of hydrogen, 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, --CONR.sup.x R.sup.y, hydrocarbon selected from C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl (C.sub.1-6)alkyl, aryl, aryl (C.sub.1-6)alkyl;
- heterocycloalkyl selected from azetidinyl, pyrrolidyl, piperidyl, piperazinyl and morpholinyl;
- heteroaryl selected from pyridyl, quinolyl, isoquinolyl, pyridazinyl, pyrimidinyl, pyrazinyl, pyranyl, furyl, benzofuryl, dibenzofuryl, thienyl, benzthienyl, imidazolyl, oxadiazolyl and thiadiazolyl;
- heteroaryl (C.sub.1-6)alkyl; and
- heterocyclo (C.sub.1 -C.sub.6)alkyl;
- wherein said hydrocarbon, heterocyclo or heteroaryl group is unsubstituted or substituted by one or more groups selected from C.sub.1 -C.sub.6 alkyl, adamantyl, phenyl, halogen, C.sub.1-6 haloalkyl, C.sub.1-6 aminoalkyl, trifluoromethyl, hydroxy, C.sub.1-6 alkoxy, aryloxy, keto, C.sub.1-3 alkylenedioxy, nitro, cyano, carboxy, C.sub.2-6 alkoxycarbonyl, C.sub.2-6 alkoxycarbonyl (C.sub.1-6)alkyl, C.sub.2-6 alkylcarbonyloxy, arylcarbonyloxy, C.sub.2-6 alkycarbonyl, arylcarbonyl, C.sub.1-6 alkylthio, C.sub.1-6 alkylsuphinyl, C.sub.1-6 alkylsulphonyl, arylsulphonyl, --NR.sup.v R.sup.w, --NR.sup.v COR.sup.w, --NR.sup.v CO.sub.2 R.sup.w, --NR.sup.v SO.sub.2 R.sup.w, --CH.sub.2 NR.sup.v SO.sub.2 R.sup.w, --NHCONR.sup.v R.sup.w, --CONR.sup.v R.sup.w, --SO.sub.2 NR.sup.v R.sup.w and --CH.sub.2 SO.sub.2 NR.sup.v R.sup.w, in which R.sup.v and R.sup.w independently represent hydrogen, C.sub.1-6 alkyl, aryl or aryl(C.sub.1-6)alkyl, and R.sup.v and R.sup.w when taken together represent a C.sub.2-6 alkylene group;
- E represents a bond or a straight or branched alkylene chain containing from 1 to 4 carbon atoms;
- F represents a group of formula: ##STR26## R.sup.1 represents --CH.sub.2 --CHR.sup.4 --NR.sup.x R.sup.y or a group of formula: ##STR27## in which the broken line represents no bond or a single bond; R.sup.2, R.sup.3, R.sup.4 and 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, as defined above, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group;
- R.sup.z represents hydrogen or hydrocarbon, as defined above;
- V represents oxygen, sulphur or a group of formula .dbd.N--G;
- wherein G represents hydrocarbon as defined above, or an electron-withdrawing group selected from cyano, nitro, --COR.sup.x, --CO.sub.2 R.sup.x or --CO.sub.2 R.sup.x, in which R.sup.x is as defined above.
- 2. A compound according to claim 1 represented by formula IIA, or a salt or prodrug thereof: ##STR28## wherein Z.sup.1 represents oxygen or sulphur;
- n is zero, 1, 2 or 3;
- A.sup.1 is selected from the group consisting of C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-7 cycloalkyl, aryl, aryl(C.sub.1-6)alkyl, C.sub.3-7 heterocycloalkyl, heteroaryl and heteroaryl(C.sub.1-6)alkyl, any of which groups may be optionally substituted; and hydrogen, halogen, cyano, trifluoromethyl, nitro, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, --NR.sup.x R.sup.y and --CONR.sup.x R.sup.y ;
- R.sup.12, R.sup.13 and R.sup.14 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; and
- R.sup.x and R.sup.y independently represent hydrogen or hydrocarbon, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group.
- 3. A compound according to claim 1 represented by formula IIB, or salt or prodrug thereof: ##STR29## wherein Y.sup.1 represents oxygen or sulphur;
- n is zero, 1, 2 or 3;
- A.sup.1 is as defined in claim 2;
- R.sup.22, R.sup.23 and R.sup.24 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; and
- R.sup.x and R.sup.y independently represent hydrogen or hydrocarbon, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group.
- 4. A compound according to claim 1 represented by formula IIC, or salt or prodrug thereof: ##STR30## wherein W.sup.1 represents oxygen or sulphur;
- n is zero, 1, 2 or 3;
- A.sup.1 is as defined in claim 2;
- R.sup.32, R.sup.33 and R.sup.34 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; and
- R.sup.x and R.sup.y independently represent hydrogen or hydrocarbon, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group.
- 5. A compound according to claim 1 represented by formula IID, or salt or prodrug thereof: ##STR31## wherein z.sup.1 represents oxygen or sulphur;
- n is zero, 1, 2 or 3;
- A.sup.1 is as defined in claim 2;
- R.sup.42, R.sup.43 and R.sup.45 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; and
- R.sup.x and R.sup.y independently represent hydrogen or hydrocarbon, or R.sup.x and R.sup.y together represent a C.sub.2-6 alkylene group.
- 6. A compound according to claim 1 selected from:
- 2-[5-(3-benzyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-benzyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-benzyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-methyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-amino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-phenyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(2-methoxybenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-benzyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-[2-(3-benzyl-1,2,4-oxadiazol-5-yl)ethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-methyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-diphenylmethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-phenyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(2-methoxybenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-benzyl-1,2,4-oxadiazol-5-yl)propyl]-1H-indol-3-yl]ethylamine;
- 2-[5-(3-phenethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(5-benzyl-1,2,4-oxadiazol-3-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(5-benzyl-1,2,4-oxadiazol-3-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methoxybenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[2-(3-benzyl-1,2,4-oxadiazol-5-yl)ethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(1-naphthyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-methyl-1,2,4-oxadiazol-5-yl)propyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)propyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-methoxybenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-acetylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-phenylpropyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-ethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-trifluoromethylbenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-acetylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-amino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[2-(3-dimethylamino-1,2,4-oxadiazol-5-yl)ethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-(5-methyl-1,2,4-oxadiazol-3-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(5-methyl-1,2,4-oxadiazol-3-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(5-benzyl-1,2,4-oxadiazol-3-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-methoxymethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylaminocarbonylbenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylaminocarbonylphenyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylaminosulphonylbenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylsulphonylbenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(3-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-aminocarbonylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- 2-[5-(3-amino-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-acetylaminomethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(2-acetylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine
- 2-[5-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-amino-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-acetylaminomethyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-acetylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-aminocarbonylaminobenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-(t-butoxycarbonylamino)ethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylaminocarbonylbenzyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-aminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methylsulphonylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-aminocarbonylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methylaminocarbonylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methylaminocarbonylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methoxycarbonylaminoethyl)-1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-ethoxycarbonylaminoethyl)1,2,4-oxadiazol-5-yl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-methylamino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-aminocarbonylbenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-acetylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylaminosulphonylbenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-aminocarbonylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylaminocarbonylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-acetylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-methylsulphonylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-aminocarbonylmethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(3-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(3-acetylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-aminocarbonylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(3-aminocarbonylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylsulphonylaminophenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylaminosulphonylmethylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(3-methylaminosulphonylmethylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-aminosulphonylmethylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-dimethylaminosulphonylmethylphenyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-8 5-[3-(t-butoxycarbonylamino)methyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-(t-butoxycarbonylamino)ethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-aminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-methoxycarbonylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-dimethylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methylsulphonylaminoethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-ethoxycarbonylaminoethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-benzoylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-benzoylaminoethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-phenylaminocarbonylaminoethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-(t-butylaminocarbonylamino)ethyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N-methyl-2-[5-(3-amino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-(t-butoxycarbonyl)piperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylsulphonylpiperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methoxycarbonylpiperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylaminocarbonylpiperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-acetylpiperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-methylsulphonylaminomethylphenyl)-1,2,4-oxadiazol-5-yl-methyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-phenylsulphonylaminomethyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-benzylamino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(3-pyridyl)methyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methoxypyrid-5-yl)methyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-acetylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(4-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[2-[3-(4-acetylaminobenzyl)-1,2,4-oxadiazol-5-yl]ethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[2-[3-(4-methoxybenzyl)-1,2,4-oxadiazol-5-yl]ethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(5-methyl-1,3-oxazol-2-yl)-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[2-(5-methyl-1,3-oxazol-2-yl)ethyl]-1H-indol-3-yl]ethylamine;
- 1-methyl-4-[5-(3-amino-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl]piperidine;
- 1-methyl-4-[5-(3-amino-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]piperidine;
- 1-methyl-4-[5-[3-(4-methylsulphonylaminobenzyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]piperidine;
- 1-methyl-4-[5-[3-(3-pyridyl)methyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]piperidine;
- N,N-dimethyl-2-[5-[3-(4-pyridyl)methyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-(t-butoxycarbonylamino)ethyl)amino-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-(3-aminocarbonyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-(3-methylaminocarbonyl-1,2,4-oxadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(pyrrolid-1-yl)carbonyl-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- 2-[5-[3-(azetidin-1-yl)carbonyl-1,2,4-oxadiazol-5-ylmethyl]1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(4-phenylsulphonylpiperazin-1-yl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-(pyrrolid-1-ylcarbonylamino)ethyl)-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-[3-(2-methylsulphonylaminoethyl)amino-1,2,4-oxadiazol-5-ylmethyl]-1H-indol-3-yl]ethylamine;
- N,N-dimethyl-2-[5-(3-amino-1,4-thiadiazol-5-ylmethyl)-1H-indol-3-yl]ethylamine;
- and salts and prodrugs thereof.
- 7. A pharmaceutical composition comprising an effective amount of a compound according to claim 1 in association with a pharmaceutically acceptable carrier or excipient.
CROSS-REFERENCE TO RELATED APPLICATIONS
The present case is a continuation of U.S. Ser. No. 07/641,422, filed Jan. 15, 1991, now abandoned.
US Referenced Citations (11)
Foreign Referenced Citations (3)
Number |
Date |
Country |
313397 |
Oct 1987 |
EPX |
0301729 |
Feb 1989 |
EPX |
328200 |
Feb 1989 |
EPX |
Non-Patent Literature Citations (1)
Entry |
A. L. Doenicke, et al, The Lancet, 1988, vol. 1, pp. 1309-1311. |
Continuations (1)
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Number |
Date |
Country |
Parent |
641422 |
Jan 1991 |
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