Spiro-4'-piperidine compounds and their pharmaceutical compositions
AssigneeSumitomo Chemical Company, Limited
InventorsKeiichi Ono, Kikuo Sasajima, Junki Katsube, Hisao Yamamoto
Life of this patent
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Abstract
Spiro amine derivatives having excellent antihypertensive activity and central nervous system depressant activity, and represented by the formula: ##STR1## and their preparation and use.
Claims12
A compound of the formula ##STR25## wherein R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a phenyl group, or a phenyl group substituted with a halogen atom, a C.sub.1 -C.sub.4 alkyl group or a C.sub.1 -C.sub.4 alkoxy group, R.sup.2 is a hydrogen atom, or R.sup.1 and R.sup.2, when taken together, may form a C.sub.1 -C.sub.4 alkylene group, W is an oxygen atom or two hydrogen atoms and R is selected from the group consisting of the formula:
- ##STR26## wherein A is a C.sub.1 -C.sub.4 alkylene group, X is a carbonyl group, an oxygen atom, a single bond linkage, the formula >CH--OH or the formula --CH.dbd.CH-- and R.sup.3, R.sup.4 and R.sup.5 are each independently hydrogen, methyl, ethyl, isopropyl, butyl, methoxy, ethoxy, isopropoxy, halogen, hydroxy or benzyloxy, provided that when any one of R.sup.3, R.sup.4 and R.sup.5 is benzyloxy, the other two are hydrogen, and the formula:
- ##STR27## wherein R.sup.6 is a group of the formula:
- ##STR28## wherein R.sup.7 is a hydrogen atom, a halogen atom, a nitrile group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a hydroxy group, ##STR29## wherein R.sup.7 is as defined above, or ##STR30## wherein R.sup.7 is as defined above, and the non-toxic pharmaceutically acceptable acid addition salts thereof.
1'-[3-(4-fluorobenzoyl)propyl]-1-methyl-2 -oxoindoline-3-spiro-4'-piperidine.
1'-[3-(4-fluorobenzoyl)propyl]-1 -propyl-2-oxoindoline-3-spiro-4'-piperidine.
1'-(2-hydroxy-3-phenoxypropyl)-1-methyl-2 -oxoindoline-3-spiro-4'-piperidine.
1'-[3-(4-fluorobenzoyl)propyl]-2 -oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline-1-spiro-4'-piperidine .
1'-[2-(1,4-benzodioxane-2-yl)-2-hydroxyethyl]-1-methyl-2-oxo-indoline-3 -spiro-4'-piperidine.
1'-[2-(1,4-benzod ioxane-2-yl)-2-hydroxyethyl]-2-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]q uinoline-1-spiro-4'-piperidine.
Dependencies are inferred from the claim text.