N-Aryl-N-(1-L-4-piperidinyl)arylacetamides
AssigneeJanssen Pharmaceutica NV
InventorsStefan Sanczuk, Hubert K. F. Hermans
Life of this patent
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Abstract
Novel N-aryl-N-(1-L-4-piperidinyl)arylacetamides useful as antiarrhythmic agents, a method of treating arrhythmia which comprises the systemic administration of such compounds to warm-blooded animals and pharmaceutical compositions to be used therefor.
Claims12
A chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR105## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- L is alky having from 1 to 10 carbon atoms;
- Ar is a member selected from the group consisting pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, mono and di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula ##STR106## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR107## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted and phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A pharmaceutical composition comprising an inert carrier material and as an active ingredient an effective anti-arrhythmic amount of a chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR108## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- L is alkyl having from 1 to 10 carbon atoms;
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A pharmaceutical composition comprising an orally ingestible pharmaceutical carrier and as an active ingredient an effective antiarrhythmic amount of a chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR109## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A pharmaceutical composition comprising an orally ingestible carrier and as an active ingredient an effective anti-arrhythmic amount of a chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR110## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A method of treating cardiac arrhythmia which comprises the systemic administration to warm-blooded animals of an effective anti-arrhythmic amount of a chemical compound selected from the group consisting of an N-aryl-N-(4-piperidinyl)arylacetamide having the formula:
- ##STR111## and the pharmaceutically acceptable acid addition salts thereof, wherein:
- L is alkyl having from 1 to 10 carbon atoms;
- Ar is a member selected from the group consisting of pyridinyl and 2-pyrimidinyl;
- Ar.sup.1 is a member selected from the group consisting of phenyl, monoand di-substituted phenyl, wherein each substituent in said mono- and di-substituted phenyl is independently selected from the group consisting of halo, lower alkyl, hydroxy and lower alkyloxy;
- and
- X is a member selected from the group consisting of hydrogen, lower alkyloxycarbonyl and lower alkyloxymethyl.
A chemical compound selected from the group consisting of N-[1-(1-methylethyl)-4-piperidinyl]-N-(2-pyridinyl)-benzeneacetmide and the pharmaceutically acceptable acid addition salts thereof.
A chemical compound selected from the group consisting of 3-methyl-N-[1-(1-methylethyl)-4-piperidinyl]-N-(2-pyridinyl)benzeneacetami de and the pharmaceutically acceptable acid addition salts thereof.
A chemical compound selected from the group consisting of N- [1-(1-methylethyl)-4-piperidinyl]-N-(3-pyridinyl)-benzeneacetamide and the pharmaceutically acceptable acid addition salts thereof.
A chemical compound selected from the group consisting of 3-chloro-N-[1-methylethyl)-4-piperidinyl]4-(2pyridinyl) benzeneacetamide and the pharmaceutically acceptable acid addition salts thereof.
A chemical compound selected from the group consisting of 4-chloro-N-[1-(1-(1-methylethyl)-4-piperidinyl]-N-(2-pyrimidinyl)benzeneac etamide and the pharmaceutically acceptable acid addition salts thereof.
Dependencies are inferred from the claim text.