US 11,911,372 B2
Compounds
Paul Anthony Stupple, Parkville (AU); Helen Rachel Lagiakos, Parkville (AU); Richard Charles Foitzik, Parkville (AU); Michelle Ang Camerino, Parkville (AU); George Nikolakopoulos, Bundoora (AU); Ylva Elisabet Bergman Bozikis, Parkville (AU); Wilhelmus Johannes Antonius Kersten, Bundoora (AU); Scott Raymond Walker, Parkville (AU); and Jonathan Grant Hubert, Parkville (AU)
Assigned to CTXT PTY LTD, Parkville (AU)
Appl. No. 17/059,818
Filed by CTXT PTY LTD, Parkville (AU)
PCT Filed Jun. 28, 2019, PCT No. PCT/EP2019/067309
§ 371(c)(1), (2) Date Nov. 30, 2020,
PCT Pub. No. WO2020/002587, PCT Pub. Date Jan. 2, 2020.
Claims priority of application No. 1810581 (GB), filed on Jun. 28, 2018.
Prior Publication US 2021/0213004 A1, Jul. 15, 2021
Int. Cl. A61K 31/4439 (2006.01); A61K 31/422 (2006.01); A61K 31/4245 (2006.01); A61K 31/433 (2006.01); A61K 45/06 (2006.01)
CPC A61K 31/4439 (2013.01) [A61K 31/422 (2013.01); A61K 31/4245 (2013.01); A61K 31/433 (2013.01); A61K 45/06 (2013.01)] 13 Claims
 
1. A compound of formula (I), or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein either:
(i) X0=CRC, X1=N, —X2=O; or
(ii) X0=CRC, X1=O, X2=N; or
(iii) X0=S, X1=N, X2=N; or
(iv) X0=N, X1=N, X2=O; or
(v) X0=O, X1=N, X2=N;
where RC is H, CO2CH3 or Cl;
RN is H or methyl;
X3 is CR3 or N;
X4 is CR4 or N;
R1 to R5 are independently selected from:
(i) H;
(ii) halo;
(iii) cyano;
(iv) C1-3 alkyl, optionally substituted by one or more fluoro groups;
(v) (CH2)n0—C3-6 cycloalkyl, where n0=0 or 1;
(vi) (CH2)n1—C1-3 alkoxy, where n1=0 or 1, optionally substituted by one or more fluoro groups;
(vii) C1-3 alkylester;
(viii) (CH2)n2-phenyl, where n2=0-2; and
(ix) (CH2)n3—C5 heteroaryl, where n3=0-1, optionally substituted by methyl; and
RY is selected from:
(i) (CH2)n4-phenyl, where n4=0-2, where phenyl is optionally substituted by:
(a) C1-4 alkyl, optionally substituted by one or more fluoro groups;
(b) C1-4 alkoxy, optionally substituted by phenyl, or one or more fluoro groups;
(c) halo;
(d) cyano, nitro or amido;
(e) phenyl; or
(f) —(CH2)n5—, where n5 is 3 or 4;
(ii) pyridyl;
(iii) C3-4 alkyl;
(iv) (CH2)n6—C3-6 cycloalkyl, where n6=0-2;
(v) C6 heterocyclyl, optionally substituted by C1-4 alkylester; and
(vi) NHRYN, where RYN is selected from phenyl or cyclohexyl.