Aryl hydrocarbon receptor modulator and use thereof
AssigneeArigenx Therapeutics Co., Ltd.
InventorSuoming ZHANG
Life of this patent
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Abstract
An aryl hydrocarbon receptor modulator is provided. The aryl hydrocarbon receptor modulator includes the following general formula (I): where W is C═C or S, A1, A2, A3 are each independently a bond or C, and m is an integer from 1 to 7; R3 is independently H, D, halogen, CN, OR, SR, N(R)R, —C(O)R, —C(O)OR, RC(O)O—, S(O)nR, unsubstituted C1-C8 alkyl or substituted C1-C8 alkyl with 1-6 Ra, unsubstituted C2-C8 alkenyl or substituted C2-C8 alkenyl with 1-6 Ra, unsubstituted C2-C8 alkynyl or substituted C2-C8 alkynyl with 1-6 Ra, or unsubstituted C3-C10 cycloalkyl or substituted C3-C10 cycloalkyl with 1-6 Ra; A4 is independently O or NR4; R2 is H, —(CH2O)aC(O)(CH2)b(O)c(CH(Rc))d(CH2CH2O)eRc, —(CH2O)aP(O)(Rp)2, or —(CH2O)a(CH(Rc))d(CH2CH2O)eRc.
Claims11
An aryl hydrocarbon receptor modulator, or an enantiomer, a prodrug, or a pharmaceutically acceptable salt thereof, wherein the aryl hydrocarbon receptor modulator comprises the following general formula (I):
- wherein
- W is C═C or S;
- A1, A2, and A3 are each independently a bond or C;
- m is an integer from 1 to 7;
- R3 is independently H, D, halogen, CN, OR, SR, N(R)R, —C(O)R, —C(O)OR, RC(O)O—, S(O)nR, unsubstituted C1-C8 alkyl or substituted C1-C8 alkyl with 1-6 Ra, unsubstituted C2-C8 alkenyl or substituted C2-C8 alkenyl with 1-6 Ra, unsubstituted C2-C8 alkynyl or substituted C2-C8 alkynyl with 1-6 Ra, or unsubstituted C3-C10 cycloalkyl or substituted C3-C10 cycloalkyl with 1-6 Ra, wherein Ra is D, halogen, OR, SR, N(R)R, —C(O)R, —C(O)OR, RC(O)O—, or S(O)nR;
- A4 is independently O or NR4, wherein R4 is H, unsubstituted C1-C8 alkyl or substituted C1-C8 alkyl with 1-6 Rb, unsubstituted C2-C8 alkenyl or substituted C2-C8 alkenyl with 1-6 Rb, unsubstituted C2-C8 alkynyl or substituted C2-C8 alkynyl with 1-6 Rb, or unsubstituted C3-C10 cycloalkyl or substituted C3-C10 cycloalkyl with 1-6 Rb;
- and Rb is D, halogen, OR, SR, N(R)R, —C(O)R, —C(O)OR, RC(O)O—, or S(O)nR;
- R1 is independently H, D, halogen, CN, OR, SR, N(R)R, —C(O)R, —C(O)OR, RC(O)O—, S(O)nR, unsubstituted C1-C8 alkyl or substituted C1-C8 alkyl with 1-6 Rb, unsubstituted C2-C8 alkenyl or substituted C2-C8 alkenyl with 1-6 Rb, unsubstituted C2-C8 alkynyl or substituted C2-C8 alkynyl with 1-6 Rb, or unsubstituted C3-C10 cycloalkyl or substituted C3-C10 cycloalkyl with 1-6 Rb;
- or two adjacent or meta R1 groups form a 3-10 membered carbocycle or a 3-10 membered heterocycle containing 1 to 3 heteroatoms selected from N, O, or S, wherein
- n is 1 or 2;
- R is independently H, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, or C3-C10 cycloalkyl;
- and
- R2 is H, —(CH2O)aC(O)(CH2)b(O)c(CH(Rc))d(CH2CH2O)eRc, —(CH2O)aP(O)(Rp)2, or —(CH2O)a(CH(Rc))d(CH2CH2O)eRc, wherein Rp is independently selected form (CH2)b(O)c(CH(Rc))d(CH2CH2O)eRc;
- Rc is independently H, D, C1-C8 alkyl, NH2—, (C1-C8 alkyl)NH—, (C1-C8 alkyl)2N—, NH2(C1-C8 alkyl)-, OH, HO—(C1-C8 alkyl)-, or (C1-C8 alkyl)O—;
- a, b, c, and d are each independently 0 or 1;
- and e is an integer from 0 to 3.
Dependencies are inferred from the claim text.