CA2001389A1 - Pyrimidinedione derivative compounds, method of producing the same and antiarrythmic agents containing the same - Google Patents
Pyrimidinedione derivative compounds, method of producing the same and antiarrythmic agents containing the sameInfo
- Publication number
- CA2001389A1 CA2001389A1 CA2001389A CA2001389A CA2001389A1 CA 2001389 A1 CA2001389 A1 CA 2001389A1 CA 2001389 A CA2001389 A CA 2001389A CA 2001389 A CA2001389 A CA 2001389A CA 2001389 A1 CA2001389 A1 CA 2001389A1
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- CA
- Canada
- Prior art keywords
- group
- see
- substituted
- lower alkyl
- hydrogen atom
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compounds of formula (1) are provided which are useful as Class III type antiarrythmic agents improving cardiac dysfunction, cardiac insufficiency and provide positive inotropic action. The compounds of this invention are embodied by formula (1).
(see fig.I) in which A represents -(CH2)m-, -B-(CH2)k-, -D-(CH2)1-, (see fig.II) or (see fig.III);
B represents an oxygen or a sulfur atom, (see fig.IV), (see fig V) or (see fig. VI);
D represents (see fig.VII), (see fig. VIII) or (see fig.IX);
R1 and R2 each independently represent a hydrogen atom, a lower alkyloxycarbonyl group, an unsaturated lower alkyl group or a lower alkyl group, any one of the hydrogen atoms of said alkyl groups may be substituted by a group selected from the group consisting of a hydroxy group; a lower monoalkylamino group; a lower dialkylamino group; a lower alkyloxy group; a lower alkanoyloxy group; a benzoyloxy group; a benzoyloxy group substituted by a halogen atom or a lower alkyloxy group; a phenyl group; a phenyl group substituted by a halogen atom or a lower alkyloxy group; and a lower alkyloxycarbonyl group, or R1 and R2 may be so linked as to make an alkylene chain and thus form a heterocyclic structure;
- 424a -R3 and R4 each independently represent a hydrogen atom, or a lower alkyl group;
X1 and x2 each independently represent a hydrogen atom, -CO-R6, a halogen atom, a lower alkyl group, a halogen-substituted lower alkyl group, a hydroxy group, a lower alkyloxy group, a lower alkylthio group, a lower alkyloxycarbonyl group, a carboxy group, a cyano group, an amino group, a lower alkanoyloxy group, a lower alkanoylamino group, a lower alkylsulfonamido group, a lower mono- or di-alkylamino group, a phenyl-substituted lower alkylamino group or an unsaturated lower alkyloxy group;
X3 represents a hydrogen atom, a nitro group, a methyl group or a cyano group; R5 represents a hydrogen atom, a lower alkanoyl group, a lower alkylsulfonyl group or a lower alkyl group, or R1 and R5 may be so linked as to make an alkylene chain and thus form a heterocyclic structure;
R6 represents a lower alkyl group, a cycloalkyl group or a phenyl group, said phenyl group may be substituted by either one or two of groups selected from the group consisting of a halogen atom, a lower alkyl group, a hydroxy group and a lower alkyloxy group, or a heterocyclic ring;
n represents an integral number 2 or 3; m represents an integral number, 0, 1, 2, 3 or 4; k represents an integral number, 2, 3 or 4; and 1 represents an integral number, 0, 1, 2, 3 or 4.
(see fig.I) in which A represents -(CH2)m-, -B-(CH2)k-, -D-(CH2)1-, (see fig.II) or (see fig.III);
B represents an oxygen or a sulfur atom, (see fig.IV), (see fig V) or (see fig. VI);
D represents (see fig.VII), (see fig. VIII) or (see fig.IX);
R1 and R2 each independently represent a hydrogen atom, a lower alkyloxycarbonyl group, an unsaturated lower alkyl group or a lower alkyl group, any one of the hydrogen atoms of said alkyl groups may be substituted by a group selected from the group consisting of a hydroxy group; a lower monoalkylamino group; a lower dialkylamino group; a lower alkyloxy group; a lower alkanoyloxy group; a benzoyloxy group; a benzoyloxy group substituted by a halogen atom or a lower alkyloxy group; a phenyl group; a phenyl group substituted by a halogen atom or a lower alkyloxy group; and a lower alkyloxycarbonyl group, or R1 and R2 may be so linked as to make an alkylene chain and thus form a heterocyclic structure;
- 424a -R3 and R4 each independently represent a hydrogen atom, or a lower alkyl group;
X1 and x2 each independently represent a hydrogen atom, -CO-R6, a halogen atom, a lower alkyl group, a halogen-substituted lower alkyl group, a hydroxy group, a lower alkyloxy group, a lower alkylthio group, a lower alkyloxycarbonyl group, a carboxy group, a cyano group, an amino group, a lower alkanoyloxy group, a lower alkanoylamino group, a lower alkylsulfonamido group, a lower mono- or di-alkylamino group, a phenyl-substituted lower alkylamino group or an unsaturated lower alkyloxy group;
X3 represents a hydrogen atom, a nitro group, a methyl group or a cyano group; R5 represents a hydrogen atom, a lower alkanoyl group, a lower alkylsulfonyl group or a lower alkyl group, or R1 and R5 may be so linked as to make an alkylene chain and thus form a heterocyclic structure;
R6 represents a lower alkyl group, a cycloalkyl group or a phenyl group, said phenyl group may be substituted by either one or two of groups selected from the group consisting of a halogen atom, a lower alkyl group, a hydroxy group and a lower alkyloxy group, or a heterocyclic ring;
n represents an integral number 2 or 3; m represents an integral number, 0, 1, 2, 3 or 4; k represents an integral number, 2, 3 or 4; and 1 represents an integral number, 0, 1, 2, 3 or 4.
Applications Claiming Priority (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP27199288 | 1988-10-29 | ||
JP271992/1988 | 1988-10-29 | ||
JP306840/1988 | 1988-12-06 | ||
JP306841/1988 | 1988-12-06 | ||
JP30684088 | 1988-12-06 | ||
JP30684188 | 1988-12-06 | ||
JP096416/1989 | 1989-04-18 | ||
JP9641789 | 1989-04-18 | ||
JP9641889 | 1989-04-18 | ||
JP9641689 | 1989-04-18 | ||
JP096417/1989 | 1989-04-18 | ||
JP096418/1989 | 1989-04-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2001389A1 true CA2001389A1 (en) | 1990-04-29 |
CA2001389C CA2001389C (en) | 1998-02-10 |
Family
ID=27551984
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA 2001389 Expired - Lifetime CA2001389C (en) | 1988-10-29 | 1989-10-24 | Pyrimidinedione derivative compounds, method of producing the same and antiarrythmic agents containing the same |
Country Status (1)
Country | Link |
---|---|
CA (1) | CA2001389C (en) |
-
1989
- 1989-10-24 CA CA 2001389 patent/CA2001389C/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CA2001389C (en) | 1998-02-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |