Azaindole derivative having AMPK-activating effect

Abstract

A compound useful as an AMPK-activating agent is provided. A compound represented by formula (I) (wherein X represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cycloalkenyl group or a substituted or unsubstituted heterocyclyl group; R1 represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted carbamoyl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted alkylsulfinyl group, a substituted or unsubstituted alkylsulfonyl group or a substituted or unsubstituted alkyloxycarbonyl group; R2 represents a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted heterocyclyl group or the like; R3 represents a halogen atom, a hydroxy group, a cyano group, a nitro group, a carboxy group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted heterocyclyl group or the like; and R4 represents a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a nitro group, a carboxy group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group or the like) or a pharmaceutically acceptable salt thereof.

Description

technical field [0001] The present invention relates to a compound having an activity of activating adenosine monophosphate-activated protein kinase (hereinafter referred to as AMPK) and useful as a medicine. Background technique [0002] AMPK is a serine-threonine kinase activated by AMP, which has three subunits α, β, γ, and there are multiple isoforms in each subunit (α1, α2, β1, β2, γ1, γ2, γ3 ). [0003] As an energy sensor in the body, AMPK is involved in various physiological functions such as inhibition of gluconeogenesis in the liver, inhibition of fatty acid synthesis, sugar uptake in skeletal muscle, and hyperoxidation of fatty acid, and has attracted attention as a target molecule of diabetes therapeutics. Therefore, AMPK activators are expected to be effective in the treatment of diabetes as insulin resistance-improving drugs having insulin-independent blood sugar lowering and lipid-improving effects (Non-Patent Document 1). [0004] Patent Documents 1 to 16, ...

AI Technical Summary

Problems solved by technology

[0004] Patent Documents 1 to 16, 19 and 20 disclose various compounds having an AMPK activating effect, but none of them disclose azaindole derivatives such as the compound of the present invention.

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