N-containing heterocyclic compounds, processes for the...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/60 (2006.01) A61K 31/395 (2006.01) C07D 213/73 (2006.01) C07D 213/75 (2006.01) C07D 213/80 (2006.01) C07D 213/82 (2006.01) C07D 213/84 (2006.01) C07D 213/85 (2006.01) C07D 401/06 (2006.01) C07D 405/04 (2006.01) C07D 405/14 (2006.01) C07D 409/04 (2006.01) C07D 409/14 (2006.01) C07D 413/04 (2006.01) C07D 413/14 (2006.01)

Patent

CA 2011853

ABSTRACT There are described compounds of the formula: Image wherein R1 is aryl optionally substituted with substituent(s) selected from the group consisting of nitro, cyano, halogen, halo(lower)alkyl, lower alkoxy, lower alkylsulfonyl, lower alkylsulfonylamino, amino, lower alkanoyl, sulfamoyl and lower alkylsulfamoyl; or a heterocyclic group optionally substituted with substituent(s) selected from the group consisting of nitro, cyano, lower alkanoyl and hydroxy(lower)alkyl; R2 is cyano; lower alkanoyl; carboxy; esterified carboxy; hydroxy(lower)alkyl; carbamoyl substituted with heterocyclic(lower)alkyl; amino optionally substituted with substituent(s) selected from the group consisting of heterocyclic(lower)alkanoyl and halo(lower)alkanoyl; or N-containing heterocycliccarbonyl optionally substituted with lower alkyl; R3 is lower alkyl; and - 2 - R4 is aryl optionally substituted with substituent(s) selected from the group consisting of nitro, hydroxy and halogen; carboxy; esterified carboxy; a heterocyclic group; lower alkyl; or carbamoyl substituted with heterocyclic(lower)alkyl; provided that R4 is aryl substituted with substituent(s) selected from the group consisting of nitro and hydroxy; carboxy; esterified carboxy; a heterocyclic group; lower alkyl; or carbamoyl substituted with heterocyclic(lower)alkyl; when R1 is phenyl substituted with nitro, and its pharmaceutically acceptable salts thereof. These compounds and their salts reduce the reperfusion injury and maintain the ATP content against the overload of the heart. They are useful as drugs for ischemic diseases and as cardioprotective agents, especially as drugs to im- prove or enhance the depressed cardiac metabolism, and are useful in the treatment of ischemic diseases reperfusion injury and/or heart diseases such as myocardial infarction, heart failure, angina pectoris, etc. Also disclosed are processes for the preparation of these compounds, pharmaceutical compositions con- taining same and treatments of various diseases using these compositions.

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