US 12,466,826 B2
3-benzoyl-1H-pyrrolo[2,3-b]pyridine derivatives as MKK4 inhibitors for treating liver diseases
Roland Selig, Munich (DE); Stefan Laufer, Tübingen (DE); and Wolfgang Albrecht, Ulm (DE)
Assigned to HEPAREGENIX GMBH, Tübingen (DE)
Appl. No. 17/792,685
Filed by HepaRegeniX GmbH, Tübingen (DE)
PCT Filed Jan. 13, 2021, PCT No. PCT/EP2021/050527
§ 371(c)(1), (2) Date Jul. 13, 2022,
PCT Pub. No. WO2021/144287, PCT Pub. Date Jul. 22, 2021.
Claims priority of application No. 20151929 (EP), filed on Jan. 15, 2020.
Prior Publication US 2023/0088395 A1, Mar. 23, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 471/04 (2006.01); A61K 31/437 (2006.01)
CPC C07D 471/04 (2013.01) 13 Claims
 
1. A compound having formula (I)

OG Complex Work Unit Chemistry
wherein
R1 is H or alkyl;
R2 is H or alkyl;
R4 is H, or alkyl;
R6 is H, or alkyl;
Rw is —NR10SO2R12;
R10 is H, alkyl, or phenylalkyl;
R12 is H, alkyl, or phenylalkyl, wherein the phenyl group is optionally substituted with 1 or 2 groups independently selected from alkyl and halogen;
Rx, Ry, Rz and Rzz are selected from:
a) Rx and Ry are F and Rz and Rzz are H; and
b) Rx, Ry and Rzz are F and Rz is H;
R5 is selected from
(a) phenyl which is substituted with 1, 2 or 3 groups independently selected from
—POdi(alkyl), and
hydroxyalkyl-ONH—CO—;
(c) pyrimidinyl which is substituted with 1, 2 or 3 groups independently selected from
alkyl,
cycloalkyl,
alkoxy, and
alkylsulfanyl,
or a pharmaceutically acceptable salt or optical isomer thereof.