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Title:
5-SUBSTITUTED BENZIMIDAZOLE AND 5-SUBSTITUTED AZABENZIMIDAZOLE DERIVATIVE BOTH HAVING AMPK ACTIVATION EFFECT
Document Type and Number:
WIPO Patent Application WO/2017/200068
Kind Code:
A1
Abstract:
Provided is a compound useful as an AMPK activator. A compound represented by formula (1) (wherein R1 represents a hydrogen atom or a substituted or unsubstituted alkyl group; R2 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; T represents -CR5= or -N=; X represents a single bond, 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; Y represents 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; Z represents RSRS'(O=)S=N-, RSRS'(O=)S=N-R2f-, RSRS'(O=)S=N-C(=O)-, (RN)N=S(=O)(RS)-, (RN)N=S(=O)(RS)-R2f-, RSRS'(RN'-N=)S=N- or the like; n represents an integer of 1 or 2; RS and RS' independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocyclyl group or the like; R2f represents a substituted or unsubstituted alkylene group; RN's independently represent a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkylcarbonyl group or the like; RN' represents a hydrogen atom, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkylcarbonyl group, a substituted or unsubstituted alkyloxycarbonyl group or the like; and R3, R4 and R5 independently represent 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, 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), or a pharmaceutically acceptable salt thereof.

Inventors:
TAMURA YUUSUKE (JP)
WADA TOSHIHIRO (JP)
Application Number:
PCT/JP2017/018761
Publication Date:
November 23, 2017
Filing Date:
May 19, 2017
Export Citation:
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Assignee:
SHIONOGI & CO (JP)
International Classes:
C07D471/04; A61K31/416; A61K31/437; A61P3/10; C07D519/00
Domestic Patent References:
WO2015063011A12015-05-07
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Foreign References:
US20160039846A12016-02-11
Other References:
CELL METABOLISM, vol. 9, no. 5, 2009, pages 407 - 416
"Isotopes in the Physical and Biomedical Sciences", vol. 1, 1987, LABELED COMPOUNDS
"Design of Prodrugs", 1985, ELSEVIER
ALAN R. KATRISZLY ET AL., COMPREHENSIVE HETEROCYCLIC CHEMISTRY
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HETEROCYCLES, vol. 59, no. 2, 2003, pages 793 - 804
See also references of EP 3459949A4
Attorney, Agent or Firm:
YAMAUCHI, Hideaki et al. (JP)
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