Substituted pyridazinones
First Claim
1. A compound of formula I:
- ##STR7## wherein R1 and R8 each independently is a member selected from the group consisting of hydrogen and a lower alkyl group;
R2 is selected from the group consisting of hydrogen, lower alkyl, trifluoromethyl, hydroxy C1-18 alkyl, halogen C1-18 alkyl, C1-18 alkoxy C1-18 alkyl, C3-6 cycloalkyl, phenyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups, phenyl C1-3 alkyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups, phenyl C2-3 alkenyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups;
R3 is selected from the group consisting of hydrogen, lower alkyl, hydroxy C1-18 alkyl, halogen, hydroxy, C1-18 alkoxy, lower acyloxy, arylcarbonyloxy in which the aryl group is a monocyclic or bicyclic group having from 6 to 10 carbon atoms in the ring portion, formyl, lower acyl, cyano, amino, carboxy and trifluoromethyl groups;
R4 and R5 each independently is a member selected from the group consisting of lower alkyl, hydroxy C1-18 alkyl, halogen, hydroxy, C1-18 alkoxy, lower acyloxy, arylcarbonyloxy in which the aryl group is a monocyclic or bicyclic group having from 6 to 10 carbon atoms in the ring portion, formyl, lower acyl, cyano, amino, carboxy and trifluoromethyl groups; and
R6 and R7 each independently is a member selected from the group consisting of hydrogen, amino, lower alkyl, hydroxy, nitro and cyano groups;
or a pharmaceutically acceptable salt or a pharmaceutically acceptable ester thereof, with the proviso that said ester is formed only when one or more hydroxy groups are present on one or more of groups R2, R3, R4, R5, R6, and R7.
2 Assignments
0 Petitions
Accused Products
Abstract
Substituted benzylideneiminophyenylpyridazinones or dihydropyridazinones of formula I ##STR1## in which R1 and R8 independently mean hydrogen or lower alkyl, R2 is hydrogen, lower alkyl, trifluoromethyl, hydroxy alkyl, halogen alkyl, alkoxy alkyl, pyridyl, furyl, thienyl or cycloalkyl or one of optionally substituted groups; aryl, aralkyl, aralkenyl or nitrogen containing heterocyclic ring joining through an alkyl or alkenyl group and R3, R4 and R5 independently mean hydrogen, lower alkyl, hydroxy alkyl, halogen, hydroxy, alkoxy, acyloxy, aroyloxy, formyl, acyl, cyano, amino, carboxy or trifluoromethyl, R6 and R7 independently mean hydrogen, amino, lower alkyl, hydroxy, nitro or cyano or R2 and R7 together form a --CH2 --NH-- or --CH═N-- group and A means phenyl, naphtyl or a nitrogen containing heterocyclic ring. The compounds may be used in the treatment of congestive heart failure.
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Citations
22 Claims
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1. A compound of formula I:
- ##STR7## wherein R1 and R8 each independently is a member selected from the group consisting of hydrogen and a lower alkyl group;
R2 is selected from the group consisting of hydrogen, lower alkyl, trifluoromethyl, hydroxy C1-18 alkyl, halogen C1-18 alkyl, C1-18 alkoxy C1-18 alkyl, C3-6 cycloalkyl, phenyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups, phenyl C1-3 alkyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups, phenyl C2-3 alkenyl optionally substituted with one to three members selected from the group consisting of halogen, hydroxy, C1-18 alkoxy, amino and cyano groups;
R3 is selected from the group consisting of hydrogen, lower alkyl, hydroxy C1-18 alkyl, halogen, hydroxy, C1-18 alkoxy, lower acyloxy, arylcarbonyloxy in which the aryl group is a monocyclic or bicyclic group having from 6 to 10 carbon atoms in the ring portion, formyl, lower acyl, cyano, amino, carboxy and trifluoromethyl groups;
R4 and R5 each independently is a member selected from the group consisting of lower alkyl, hydroxy C1-18 alkyl, halogen, hydroxy, C1-18 alkoxy, lower acyloxy, arylcarbonyloxy in which the aryl group is a monocyclic or bicyclic group having from 6 to 10 carbon atoms in the ring portion, formyl, lower acyl, cyano, amino, carboxy and trifluoromethyl groups; and
R6 and R7 each independently is a member selected from the group consisting of hydrogen, amino, lower alkyl, hydroxy, nitro and cyano groups;
or a pharmaceutically acceptable salt or a pharmaceutically acceptable ester thereof, with the proviso that said ester is formed only when one or more hydroxy groups are present on one or more of groups R2, R3, R4, R5, R6, and R7. - View Dependent Claims (17, 18, 19, 20, 21, 22)
- ##STR7## wherein R1 and R8 each independently is a member selected from the group consisting of hydrogen and a lower alkyl group;
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2. 6-[2,4-Dimethyl-3-((2,4-dihydroxyphenyl)methylene)aminophenyl)]-4,5-dihydropyridazin-3(2H) one.
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3. 6-[4-(2,4-Dihydroxyphenyl)methyleneaminophenyl]-4,5-dihydropyridazin-3(2H)one.
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4. 6-[4-(1-(2,4-Dihydroxyphenyl)ethylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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5. 6-[4-(2,4-Dihydroxyphenyl)benzylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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6. 6-[4-(1-(2,4-Dihydroxyphenyl)ethylidene)aminophenyl]-4,5-dihydro-5-methylpyridazin-3(2H)one.
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7. 6-[4-(1-(2,4-Dihydroxyphenyl)propylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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8. 6-[4-(1-(2,4-Dihydroxyphenyl)ethylidene)aminophenyl]pyridazin-3(2H)one.
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9. 6-[4-(1-(2,4-Dihydroxyphenyl)-3-phenylpropylidene)-aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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10. 6-[4-(2,4-Dihydroxyphenyl)benzylideneaminophenyl]-5-methyl-4,5-dihydropyridazin-3(2H)one.
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11. 6-[4-(1-(2,4-Dihydroxyphenyl)-2-(4-hydroxyphenyl)ethylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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12. 6-[4-(1-(2,4-Dihydroxyphenyl)-1-(3,4-dimethoxyphenyl)-methylene-aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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13. 6-[4-(1-(2,4-Dihydroxyphenyl)-3-(3,4-dimethoxyphenyl)propylidene-aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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14. 6-[4-(1-(2,4-Dihydroxyphenyl)-2-(3,4-dichlorophenyl)ethylidene-aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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15. 6-[4-(1-(2,4-Dihydroxyphenyl)-4-phenylbutylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
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16. 6-[4-(1-(2,4-Dihydroxyphenyl)-3,3-diphenyl)propylidene)aminophenyl]-4,5-dihydropyridazin-3(2H)one.
Specification