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 same

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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
Authority
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
Application number
CA2001389A
Other languages
French (fr)
Other versions
CA2001389C (en
Inventor
Kanji Yoshihara
Tsutomu Katakami
Tatsuro Yokoyama
Michihiko Miyamoto
Haruki Mori
Nobuya Kawauchi
Tadahito Nobori
Kunio Sannohe
Joji Kamiya
Masaaki Ishii
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Mitsui Toatsu Chemicals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mitsui Toatsu Chemicals Inc filed Critical Mitsui Toatsu Chemicals Inc
Publication of CA2001389A1 publication Critical patent/CA2001389A1/en
Application granted granted Critical
Publication of CA2001389C publication Critical patent/CA2001389C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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.
CA 2001389 1988-10-29 1989-10-24 Pyrimidinedione derivative compounds, method of producing the same and antiarrythmic agents containing the same Expired - Lifetime CA2001389C (en)

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)

Also Published As

Publication number Publication date
CA2001389C (en) 1998-02-10

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