US 11,834,433 B2
Compounds
David Miller, Cambridge (GB); Jimmy Van Wiltenburg, Groningen (NL); and Matthew Cooper, Cambridge (GB)
Assigned to INFLAZOME LIMITED, Dublin (IE)
Appl. No. 16/977,251
Filed by INFLAZOME LIMITED, Dublin (IE)
PCT Filed Mar. 1, 2019, PCT No. PCT/EP2019/055140
§ 371(c)(1), (2) Date Sep. 1, 2020,
PCT Pub. No. WO2019/166627, PCT Pub. Date Sep. 6, 2019.
Claims priority of application No. 1803411 (GB), filed on Mar. 2, 2018; and application No. 1902318 (GB), filed on Feb. 20, 2019.
Prior Publication US 2021/0040065 A1, Feb. 11, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 401/12 (2006.01); C07D 231/18 (2006.01); C07D 405/04 (2006.01); C07D 405/14 (2006.01)
CPC C07D 401/12 (2013.01) [C07D 231/18 (2013.01); C07D 405/04 (2013.01); C07D 405/14 (2013.01)] 19 Claims
 
1. A compound of formula (I):

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt or solvate thereof, wherein:
ring A is monocyclic;
Q is selected from O or S;
V is selected from N or C, and W, X, Y and Z are each independently selected from N, O, NH or CH, wherein at least one of V, W, X, Y and Z is N or NH;
L is a saturated or unsaturated hydrocarbylene group, wherein the hydrocarbylene group may be straight-chained or branched, or be or include cyclic groups, wherein the hydrocarbylene group may optionally be substituted, and wherein the hydrocarbylene group may optionally include one or more heteroatoms N, O or S in its carbon skeleton;
R1 is hydrogen or a saturated or unsaturated hydrocarbyl group, wherein the hydrocarbyl group may be straight-chained or branched, or be or include cyclic groups, wherein the hydrocarbyl group may optionally be substituted, and wherein the hydrocarbyl group may optionally include one or more heteroatoms N, O or S in its carbon skeleton;
optionally L and R1 together with the oxygen atom to which they are attached may form a 3- to 12-membered saturated or unsaturated cyclic group, wherein the cyclic group may optionally be substituted;
R2 is a cyclic group substituted at the α and α′ positions, wherein R2 may optionally be further substituted;
R3 is hydrogen, halogen, —OH, —NH2, —CN, —R5, —OR5, —NHR5 or —N(R5)2;
R4 is hydrogen, halogen, —OH, —NH2, —CN, —R5, —OR5, —NHR5 or —N(R5)2; or
R3 and R4 together with the carbon atom to which they are attached may form a 3- to 7-membered saturated or unsaturated cyclic group, wherein the cyclic group may optionally be substituted;
each R5 is independently an optionally substituted C1-C4 alkyl group;
each R6 is independently halogen, —OH, —NO2, —NH2, —N3, —SH, —SO2H, —SO2NH2, or a saturated or unsaturated hydrocarbyl group, wherein the hydrocarbyl group may be straight-chained or branched, or be or include cyclic groups, wherein the hydrocarbyl group may optionally be substituted, and wherein the hydrocarbyl group may optionally include one or more heteroatoms N, O or S in its carbon skeleton; and
m is 0, 1, 2 or 3;
provided that any atom of L or R1 that is directly attached to W, X, Y or Z is not the same atom of L or R1 that is directly attached to the oxygen atom of R1—O-L-.