TY - PAT

T1 - Preparation of substituted pyrrolo[2,3-c]pyridine-2-carboxamides and thieno[2,3-c]pyridine-2-carboxamides as AMPK inhibitors.

AU - Lanz, Jan

AU - Ulven, Trond.

N1 - CAPLUS AN 2019:1104980(Patent) M1 - Copyright (C) 2020 American Chemical Society (ACS). All Rights Reserved.

PY - 2019/6/6

Y1 - 2019/6/6

N2 - The 5'-AMP-activated protein kinase AMPK functions as a master switch to maintain cellular and whole-body energy homeostasis and abnormal activity profiles of AMPK may cause pathol. disorders. The present invention relates to a series of compds. I [R1 = H, halo or 5-, 6-, 9- or 10-membered aryl or heteroaryl, wherein the heteroatom of said heteroaryl nos. 1, 2 or 3 and is independently selected from N, S or O; R2 = H or alkyl; R3 = alkyl, cycloalkyl or a 5-6 membered aryl or heteroaryl, wherein the heteroatom of said heteroaryl nos. 1, 2 or 3 and is independently selected from N, S or O; X = NMe, NEt or S; Z = H, (CH2)nU or (CH2)NH(CH2)nU (wherein n = 1-3 and U = H, NH2, NHMe, etc.); W = CH2, NH, O, S or a bond; with the provisos], useful as AMPK inhibitors. E.g., a multi-step synthesis of II, starting from 3-amino-4-chloropyridine and Et pyruvate, was described. Exemplified compds. I were evaluated in AMPK assays (data given). [on SciFinder(R)]

AB - The 5'-AMP-activated protein kinase AMPK functions as a master switch to maintain cellular and whole-body energy homeostasis and abnormal activity profiles of AMPK may cause pathol. disorders. The present invention relates to a series of compds. I [R1 = H, halo or 5-, 6-, 9- or 10-membered aryl or heteroaryl, wherein the heteroatom of said heteroaryl nos. 1, 2 or 3 and is independently selected from N, S or O; R2 = H or alkyl; R3 = alkyl, cycloalkyl or a 5-6 membered aryl or heteroaryl, wherein the heteroatom of said heteroaryl nos. 1, 2 or 3 and is independently selected from N, S or O; X = NMe, NEt or S; Z = H, (CH2)nU or (CH2)NH(CH2)nU (wherein n = 1-3 and U = H, NH2, NHMe, etc.); W = CH2, NH, O, S or a bond; with the provisos], useful as AMPK inhibitors. E.g., a multi-step synthesis of II, starting from 3-amino-4-chloropyridine and Et pyruvate, was described. Exemplified compds. I were evaluated in AMPK assays (data given). [on SciFinder(R)]

KW - pyrrolopyridinecarboxamide thienopyridinecarboxamide prepn AMPK inhibitor antitumor

KW - pyrrolopyridine thienopyridine carboxamide amide prepn AMPK inhibitor antitumor

UR - https://dk.espacenet.com/searchResults?submitted=true&locale=dk_DK&DB=EPODOC&ST=advanced&TI=&AB=&PN=WO2019106087A1&AP=&PR=&PD=&PA=&IN=&CPC=&IC=&Submit=S%C3%98G

M3 - Patent

M1 - WO2019106087A1

PB - WIPO. World Intellectual Property Organisation

ER -