Aryl hydrocarbon receptor modulator

An aryl hydrocarbon receptor modulator of formula (I), and a pharmaceutically acceptable salt thereof,

• wherein:
• R′ is H, CN, CH2(OH)R0, CmH2m+1, CnH2n−1, CnH2n−3,
• W0 is O or NH;
• W1 is a linker bond, C(R0)2, C(R0)2O, C(R0)2OC(R0)2 or C(R0)2OC(R0)2C(R0)2;
• when W is C, S, or S(O), W2 is a linker bond, O, NR0, CH(N(R0)2) or OCH2C(O);
• when W is P(OR0), W2 is O or NR0;
• each R0 is independently H, CmH2m+1, CmH2m+1OC(O), CmH2m+1−rXr, CmH2m+1OC(O)CmH2m, (cyclic C4H8NO)CmH2m, CH3(OCH2CH2)n, or CH3(OCH2CH2)uOCH2;
• two Ra are independently H or two Ra together form ═O, ═N—CN or ═N—W3—R1, W3 is O or NH, R1 is H, CmH2m+1, CmH2m+1C(O), CmH2m+1C(O), or CmH2m+1S(O)1-2;
• A is a C6 to C10 aromatic ring unsubstituted or substituted with 1 to 3 R, or a C2-C10 heteroaromatic ring interrupted by 1 to 5 heteroatoms selected from N, O, and S or a 4 to 7 membered nonaromatic heterocyclic ring containing C═N and interrupted by 1 to 3 heteroatoms selected from N, O, and S, with either one unsubstituted or substituted with 1 to 3 R;
• Q is R, or a C6 to C10 aromatic ring unsubstituted or substituted with 1 to 3 R, or a 3 to 10 membered, preferably 4 to 7 membered, more preferably 5 to 6 membered heterocyclic ring, preferably heteroaromatic ring unsubstituted or substituted with 1 to 3 R, interrupted by 1 to 5, preferably 1 to 3, more preferably 2 to 3 heteroatoms selected from N, O, and S;
• R is RC which is C-attached or RN which is N-attached, where each RC is independently X, CN, R″, —Y—OR″, —Y—C(O)R″, —Y—OC(O)R″, —Y—C(O)OR″, —Y—OC(O)OR″, —Y—NR″2, —Y—C(O)NR″2, —Y—NR″C(O)R″, —Y—NR″C(O)NR″2, —Y—OC(O)NR″2, —Y—NR″C(O)OR″, —Y—S(O)1-2R″, —Y—S(O)1-2NR″2, or —Y—NR″S(O)1-2R″;
• each RN is independently CN, R″, —Y—OR″, —Y—C(O)R″, —Y—OC(O)R″, —Y—C(O)OR″, —Y—OC(O)OR″, —Y—NR″2, —Y—C(O)NR″2, —Y—NR″C(O)R″, —Y—NR″C(O)NR″2, —Y—OC(O)NR″2, —Y—NR″C(O)OR″, —Y—S(O)1-2R″, —Y—S(O)1-2NR″2, or —Y—NR″ S(O)1-2R″;
• R″ is H, D, CmH2m+1, CnH2n-1, CnH2n−3, CmH2m+1−rXr, CnH2n−1−sXs, or CnH2n−3−tXt;
• Y is a linker bond, —CmH2m—, —CnH2n−2—, —CnH2n−4—, —CmH2m−iXi—, —CnH2n−2−jXj—, or —CnH2n−4−kXk—;
• m=1 to 8, n=2 to 8, u=1 to 5, r≤2m+1, s≤2n−1, t≤2n−3, i≤2m, j≤2n−2, k≤2n−4, and X is halogen;
• preferably, m=1 to 5, more preferably 1 to 3;
• n=2 to 6, more preferably 2 to 4;
• u=1 to 4, more preferably 1 to 3;
• and X is F, Cl, or Br.