Isoindrinone and dihydropyrrolopyridinone compounds and their use

Abstract

This specification describes isoindolinone compounds and pharmaceutical compositions comprising such compounds. Furthermore, it describes methods for treating neurological disorders such as Huntington's disease (HD).

Claims

1. Compounds having the structure of formula (I'') 【Chemistry 1】 (In the formula, Ring C is a 4-10 member heterocycloalkyl or 4-10 member heterocycloalkenylene. Each R １ is independently hydrogen, halogen, -CN, -NO ２ , -OH, -OR ａ , -SH, -SR ａ , -NR ｃ R ｄ , C １ -C ６ alkyl, C １ ~C ６ haloalkyl, C １ ~C ６ hydroxyalkyl, or C １ ~C ６ aminoalkyl, and each of said alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is optionally substituted with 1 to 4 substituents independently selected from R ｅ , or Two R's １ They together form an oxo, or, Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ２ These are independently hydrogen, halogen, -OH, and C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl group, or, X is absent, -CH ２ -, -O-, -OCH ２ -, -S-, or -NR ３ - and R ３ is hydrogen, C １ ~C ３ Alkyl, C １ ~C ３ Hydroxyalkyl, C １ ~C ３ Haloalkyl, or C ３ ~C ６ It is a cycloalkyl, Each A is independently N or CR ４ And at least two of A are N, Each R ４ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, or R ３ and R ４ Together with one of them, they form a 5-membered or 6-membered heterocycloalkylene or a 5-membered or 6-membered heteroarylene. B is N or CR ５ And, D is N or CR ６ And, E is N or CR ７ And, F is N or CR ８ And, R ５ 、R ６ 、R ７ or R ８ is, independently of one another, hydrogen, halogen, -CN, -NO ２ 、-OH, -OR ａ 、-OCH ２ R ａ 、-SH, -SR ａ 、-S(=O)R ａ 、-S(=O) ２ R ａ 、-S(=O) ２ NR ｃ R ｄ 、-NR ｃ R ｄ 、-C(=O)R ａ 、-C(=O)OR ｂ [[ID=|38]]、-C(=O)NR ｃ R ｄ 、C １ ~C ６ alkyl, C ２ ~C ６ alkene, C ２ ~C ６ alkyne, C １ ~C ６ haloalkyl, C １ ~C ６ hydroxyalkyl, C １ ~C ６ aminoalkyl, C ３ ~C ６ cycloalkyl, 4- to 6-membered heterocycloalkyl, 5- to 10-membered heteroaryl, or -O-(C １ ~C ６ alkylene)-5- to 10-membered heteroaryl, and each of said alkyl, alkene, alkyne, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl, heterocycloalkyl, or heteroaryl is optionally substituted with 1 to 4 substituents independently selected from R ｅ . R ５ , R ６ , R ７ or R ８ At least one of them is C ２ ~C ６ Alken, C ３ ~C ６ Cycloalkyl, 4-6 member heterocycloalkyl, 5-10 member heteroaryl, or -O-(C １ ~C ６ Alkylene)-5 to 10-membered heteroaryl, wherein the alkene, cycloalkyl, heterocycloalkyl and heteroaryl are R ｅ It is optionally substituted with 1 to 4 substituents selected from the following: Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl are all R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ , -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, p is an integer between 1 and 9. or a pharmaceutically acceptable salt or solvate thereof.

2. Compounds having the structure of formula (I') 【Chemistry 2】 (In the formula, Ring C is a 4-10 member heterocycloalkyl or 4-10 member heterocycloalkenylene. Each R １ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ They together form an oxo, or, Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ２ These are independently hydrogen, halogen, -OH, and C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl group, or, X is absent, -CH ２ -, -O-, -S-, or -NR ３ - and R ３ is hydrogen, C １ ~C ３ Alkyl, C １ ~C ３ Hydroxyalkyl, C １ ~C ３ Haloalkyl, or C ３ ~C ６ It is a cycloalkyl, Each A is independently N or CR ４ And at least two of A are N, Each R ４ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, B is N or CR ５ And, D is N or CR ６ And, E is N or CR ７ And, F is N or CR ８ And, R ５ and R ８ These are, independently, hydrogen, halogen, -CN, and -NO. ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, and aminoalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ６ or R ７ One of them is R １０ R is a 5-10 member heteroaryl that is optionally substituted with 1-4 substituents independently selected from the above, ６ or R ７ The other is hydrogen, halogen, -CN, -NO ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C ２ ~C ６ Alken, C ２ ~C ６ Alkin, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C ３ ~C ６ The alkyl is a cycloalkyl or a 4-6 member heterocycloalkyl, and each of the alkyl, alkene, alkyne, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl, and heterocycloalkyl is R ｅ R is optionally substituted with 1 to 4 substituents independently selected from the above, ７ It is not pyridyl substituted with two methoxy groups, Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １０ They together form an oxo, Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl are all R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, p is an integer between 1 and 9. or a pharmaceutically acceptable salt or solvate thereof.

3. Each R ２ The compound according to claim 1 or 2, or a pharmaceutically acceptable salt or solvate thereof, wherein is independently hydrogen.

4. D is CR ６ And E is CR ７ The compound according to any one of claims 1 to 3, or a pharmaceutically acceptable salt or solvate thereof.

5. R ６ R １０ A 5-10 member heteroaryl is optionally substituted with 1-4 substituents independently selected from the above, R ７ These are hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C ２ ~C ６ Alken, C ２ ~C ６ Alkin, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ A compound according to any one of claims 2 to 4, or a pharmaceutically acceptable salt or solvate thereof, which is optionally substituted with one to four substituents independently selected from the compound.

6. R ７ These are hydrogen, halogen, -OH, -OR ａ , C １ ~C ６ Alkyl, or C １ ~C ６ A compound according to claim 5, which is a haloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

7. R ７ The compound according to claim 6, or a pharmaceutically acceptable salt or solvate thereof, wherein is hydrogen.

8. R ６ These are hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C ２ ~C ６ Alken, C ２ ~C ６ Alkin, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C ３ ~C ６ The alkyl is a cycloalkyl or a 4-6 member heterocycloalkyl, and each of the alkyl, alkene, alkyne, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl, and heterocycloalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ７ R １０ A compound according to any one of claims 2 to 4, which is a 5- to 10-membered heteroaryl optionally substituted with one to four substituents independently selected from the above, or a pharmaceutically acceptable salt or solvate thereof.

9. R ６ These are hydrogen, halogen, -OH, -OR ａ , C １ ~C ６ Alkyl, or C １ ~C ６ A compound according to claim 8, which is a haloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

10. R ６ The compound according to claim 9, or a pharmaceutically acceptable salt or solvate thereof, wherein is hydrogen.

11. The compound according to any one of claims 1 to 10, wherein ring C is a six-membered heterocycloalkyl, or a pharmaceutically acceptable salt or solvate thereof.

12. The compound according to any one of claims 1 to 11, or a pharmaceutically acceptable salt or solvate thereof, wherein ring C is piperidine, piperazine, or morpholine.

13. The compound according to claim 12, or a pharmaceutically acceptable salt or solvate thereof, wherein ring C is piperazine.

14. The compound according to claim 12, or a pharmaceutically acceptable salt or solvate thereof, wherein ring C is piperidine. 【Request Item 15】 【Chemistry 3】 teeth, 【Chemistry 4】 And, During the ceremony, Z is either N or CH. Each R １ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ They together form an oxo, or, Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ９ is hydrogen, C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ The alkyl group is a cycloalkyl group or a 4-6 member heterocycloalkyl group, and each alkyl group, haloalkyl group, cycloalkyl group and heterocycloalkyl group is R ｅ It is independently substituted with 1 to 4 substituents selected from the following: Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 membered heteroaryl. A compound according to any one of claims 1 to 14, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 16】 【Chemistry 5】 teeth, 【Transformation 6】 And, During the ceremony, Each R １ These are hydrogen, halogen, and C, independently. １ ~C ６ Alkyl, or C １ ~C ６ It is a haloalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ Both are C １ ~C ３ Alkylene or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Two R's １ Both are C ３ ~C ６ Forming a cycloalkyl group, R ９ It is hydrogen. The compound according to claim 14, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 17】 【Chemistry 7】 teeth, 【Transformation 8】 That is, A compound according to any one of claims 1 to 12 or 14 to 16, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 18】 【Chemistry 9】 teeth, 【Chemistry 10】 The compound according to claim 17, or a pharmaceutically acceptable salt or solvate thereof.

19. X is -O- or -NR ３ - The compound according to any one of claims 1 to 18, or a pharmaceutically acceptable salt or solvate thereof.

20. X is absent, 【Chemistry 11】 teeth, 【Chemistry 12】 A compound according to any one of claims 1 to 12, or a pharmaceutically acceptable salt thereof.

21. The aforementioned compound has the structure of formula (II'), or a pharmaceutically acceptable salt or solvate thereof. 【Chemistry 13】 During the ceremony, Ring G is a 5-10 membered heteroaryl, Each R １ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ They together form an oxo, or, Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, X is a bond, -CH ２ -, -O-, -S-, or -NR ３ - and Z is CH or N, and X is -O-, -S-, or -NR ３ - If this is the case, then Z is CH, R ３ is hydrogen, C １ ~C ３ Alkyl, C １ ~C ３ Hydroxyalkyl, C １ ~C ３ Haloalkyl, or C ３ ~C ６ It is a cycloalkyl, Each A is independently N or CR ４ And at least two of A are N, Each R ４ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ It is an aminoalkyl, B is N or CR ５ And, E is N or CR ７ And, F is N or CR ８ And, R ５ , R ７ , and R ８ These are, independently, hydrogen, halogen, -CN, and -NO. ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C ２ ~C ６ Alken, C ２ ~C ６ Alkin, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, alkene, alkyne, and hydroxyalkyl, and aminoalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ９ is hydrogen, C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ The alkyl group is a cycloalkyl group or a 4-6 member heterocycloalkyl group, and each alkyl group, haloalkyl group, cycloalkyl group and heterocycloalkyl group is R ｅ It is independently substituted with 1 to 4 substituents selected from the following: Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １０ They together form an oxo, Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl are all R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 membered heteroaryl, p is 8, The compound according to claim 1 or 2, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, 2, or 3.

22. X is -CH ２ -, -O-, -S-, or -NR ３ The compound according to claim 21, or a pharmaceutically acceptable salt or solvate thereof, wherein Z is CH.

23. The compound according to claim 21, or a pharmaceutically acceptable salt or solvate thereof, wherein X is a bond and Z is N.

24. A compound according to any one of claims 1 to 23, or a pharmaceutically acceptable salt or solvate thereof, wherein each A is independently N or CH, and two of A are N. 【Request Item 25】 【Chemistry 14】 teeth, 【Chemistry 15】 The compound according to any one of claims 1 to 23, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 26】 【Chemistry 16】 teeth, 【Chemistry 17】 The compound according to claim 25, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 27】 【Chemistry 18】 teeth, 【Chemistry 19】 The compound according to claim 25, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 28】 【Chemistry 20】 teeth, 【Chemistry 21】 The compound according to claim 25, or a pharmaceutically acceptable salt or solvate thereof.

29. The aforementioned compound has the structure of formula (III'), or a pharmaceutically acceptable salt or solvate thereof. 【Chemistry 22】 During the ceremony, Ring G is a 5-10 membered heteroaryl, Each R １ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, X is -CH ２ -, -O-, -S-, or -NR ３ - and R ３ is hydrogen, C １ ~C ３ Alkyl, C １ ~C ３ Hydroxyalkyl, C １ ~C ３ Haloalkyl, or C ３ ~C ６ It is a cycloalkyl, A is either N or CH, B is N or CR ５ And, E is N or CR ７ And, F is N or CR ８ And, R ５ 、 R ７ 、 and R ８ are each independently hydrogen, halogen, -CN, -NO ２ 、 -OH, -OR ａ 、 -SH, -SR ａ 、 -S(=O)R ａ 、 -S(=O) ２ R ａ 、 -S(=O) ２ NR ｃ R ｄ 、 -NR ｃ R ｄ 、 -C(=O)R ａ 、 -C(=O)OR ｂ 、 -C(=O)NR ｃ R ｄ 、 C １ ~ C ６ alkyl, C ２ ~ C ６ alkene, C ２ ~ C ６ alkyne, C １ ~ C ６ haloalkyl, C １ ~ C ６ hydroxyalkyl, or C １ ~ C ６ aminoalkyl, and each of said alkyl, alkene, alkyne, haloalkyl, and hydroxyalkyl, and aminoalkyl is optionally substituted with 1 to 4 substituents independently selected from R ｅ and R ９ is hydrogen, C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ The alkyl group is a cycloalkyl group or a 4-6 member heterocycloalkyl group, and each alkyl group, haloalkyl group, cycloalkyl group and heterocycloalkyl group is R ｅ It is independently substituted with 1 to 4 substituents selected from the following: Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １０ They together form an oxo, Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ is independently hydrogen, C １ to C ６ alkyl, C １ to C ６ haloalkyl, C １ to C ６ hydroxyalkyl, C １ to C ６ aminoalkyl, C １ to C ６ heteroalkyl, C ２ to C ６ alkenyl, C ２ to C ６ alkynyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, and each of the alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl is optionally substituted with 1 to 4 substituents independently selected from R ｅ and R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, The compound according to claim 21, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, 2, or 3.

30. Two R's １ Both are C １ ~C ３ Alkylene or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ A compound according to any one of claims 21 to 29, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

31. Two R's １ Both are C １ ~C ３ A compound according to claim 30 that forms an alkylene, or a pharmaceutically acceptable salt or solvate thereof.

32. The compound of formula (III') has the structure of formula (IIIa'), or a pharmaceutically acceptable salt or solvate thereof. 【Chemistry 23】 In the formula, Y is C １ ~C ３ A compound according to claim 29, which is alkylene, or a pharmaceutically acceptable salt or solvate thereof.

33. Y is -CH ２ CH ２ - The compound according to claim 32, or a pharmaceutically acceptable salt or solvate thereof.

34. The compound of formula (III') is the compound of claim 29, or a pharmaceutically acceptable salt or solvate thereof, having the structure of formula (IIIb') or a pharmaceutically acceptable salt or solvate thereof. 【Chemistry 24】

35. Two R's １ Both are C ３ ~C ６ A compound according to claim 34 that forms a cycloalkyl group, or a pharmaceutically acceptable salt or solvate thereof.

36. Two R's １ The compound according to claim 35, or a pharmaceutically acceptable salt or solvate thereof, wherein both compounds form a cyclopropyl group.

37. Each R １ These are hydrogen, halogen, and C, independently. １ ~C ６ Alkyl, or C １ ~C ６ It is a haloalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ A compound according to any one of claims 21 to 36, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

38. Each R １ These are independently hydrogen, halogen, or C １ ~C ６ The compound according to claim 37, which is alkyl, or a pharmaceutically acceptable salt or solvate thereof.

39. Each R １ The compound according to claim 37, or a pharmaceutically acceptable salt or solvate thereof, wherein is independently hydrogen or methyl.

40. X is -O- or -NR ３ - The compound according to any one of claims 21 to 39, or a pharmaceutically acceptable salt or solvate thereof.

41. The compound according to claim 40, or a pharmaceutically acceptable salt or solvate thereof, wherein X is -O-.

42. X is -NR ３ - The compound according to claim 40, or a pharmaceutically acceptable salt or solvate thereof.

43. R ３ is hydrogen, C １ ~C ３ Alkyl or C ３ ~C ６ A compound according to claim 42, which is a cycloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

44. R ３ The compound according to claim 43, or a pharmaceutically acceptable salt or solvate thereof, wherein is hydrogen, methyl, ethyl, or cyclopropyl.

45. R ３ The compound according to claim 43, or a pharmaceutically acceptable salt or solvate thereof, wherein is hydrogen or methyl.

46. The aforementioned compound has the structure of formula (IV'), or a pharmaceutically acceptable salt or solvate thereof. 【Chemistry 25】 During the ceremony, Ring G is a 5-10 membered heteroaryl, Each R １ These are independently hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ -SH, -SR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, or aminoalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １ They together form an oxo, or, Two R's １ They are both bonded, C １ ~C ３ Alkylene, or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Two R's １ Both are C ３ ~C ６ They form cycloalkyl or 4-6 member heterocycloalkyl groups, each of which is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Z is CH or N, A is either N or CH, B is N or CR ５ And, E is N or CR ７ And, F is N or CR ８ And, R ５ , R ７ , and R ８ These are, independently, hydrogen, halogen, -CN, and -NO. ２ -OH, -OR ａ -SH, -SR ａ , -S(=O)R ａ , -S (=O) ２ R ａ , -S (=O) ２ NR ｃ R ｄ , -NR ｃ R ｄ , -C(=O)R ａ , -C (=O) OR ｂ , -C(=O)NR ｃ R ｄ , C １ ~C ６ Alkyl, C ２ ~C ６ Alken, C ２ ~C ６ Alkin, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, alkene, alkyne, haloalkyl, and hydroxyalkyl, as well as the aminoalkyl, is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ９ is hydrogen, C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ The alkyl group is a cycloalkyl group or a 4-6 member heterocycloalkyl group, and each alkyl group, haloalkyl group, cycloalkyl group and heterocycloalkyl group is R ｅ It is independently substituted with 1 to 4 substituents selected from the following: Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is optionally substituted with 1 to 4 substituents independently selected from, or Two R's １０ They together form an oxo, Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl are all R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ２ ~C ６ Alkenil, C ２ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｅ These are independently halogen, oxo, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -S (=O) ２ NH ２ , -S (=O) ２ NHCH ３ , -S (=O) ２ N(CH ３ ) ２ , -C(=O)NH ２ , -C(=O)NHCH ３ , -C(=O)N(CH ３ ) ２ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C １ ~C ６ Heteroalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, p is 8, The compound according to claim 21, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, 2, or 3.

47. The compound according to claim 46, or a pharmaceutically acceptable salt or solvate thereof, wherein Z is CH.

48. The compound according to claim 46, or a pharmaceutically acceptable salt or solvate thereof, wherein Z is N.

49. Two R's １ Both are C １ ~C ３ Alkylene or C １ ~C ３ A heteroalkylene is formed, and the alkylene or heteroalkylene is R ｅ A compound according to any one of claims 46 to 48, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

50. Two R's １ Both are C １ ~C ３ A compound according to claim 49 that forms an alkylene, or a pharmaceutically acceptable salt or solvate thereof.

51. Two R's １ Both are C ３ ~C ６ A compound according to any one of claims 46 to 48, which forms a cycloalkyl group, or a pharmaceutically acceptable salt or solvate thereof.

52. Each R １ These are hydrogen, halogen, and C, independently. １ ~C ６ Alkyl, or C １ ~C ６ It is a haloalkyl, and each of the alkyl, haloalkyl, or hydroxyalkyl is R ｅ A compound according to any one of claims 46 to 48, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

53. Each R １ These are independently hydrogen, halogen, or C １ ~C ６ The compound according to claim 52, which is alkyl, or a pharmaceutically acceptable salt or solvate thereof.

54. Each R １ The compound according to claim 52, or a pharmaceutically acceptable salt or solvate thereof, wherein is independently hydrogen or methyl.

55. A is N, the compound according to any one of claims 21 to 54, or a pharmaceutically acceptable salt or solvate thereof.

56. A is CH, the compound according to any one of claims 21 to 54, or a pharmaceutically acceptable salt or solvate thereof.

57. B is CR ５ The compound according to any one of claims 1 to 56, or a pharmaceutically acceptable salt or solvate thereof.

58. B is N, and the compound is one of the compounds described in any one of claims 1 to 56, or a pharmaceutically acceptable salt or solvate thereof.

59. R ５ These are hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, and aminoalkyl is R ｅ A compound according to any one of claims 1 to 57, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

60. R ５ is hydrogen, halogen, C １ ~C ６ Alkyl, or C １ ~C ６ A compound according to claim 59, which is a haloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

61. B is CH, and the compound according to any one of claims 1 to 56, or a pharmaceutically acceptable salt or solvate thereof.

62. F is CR ８ The compound according to any one of claims 1 to 61, or a pharmaceutically acceptable salt or solvate thereof.

63. A compound according to any one of claims 1 to 61, or a pharmaceutically acceptable salt or solvate thereof, wherein F is N.

64. R ８ These are hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, and aminoalkyl is R ｅ A compound according to any one of claims 1 to 62, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

65. R ８ is hydrogen, halogen, C １ ~C ６ Alkyl, or C １ ~C ６ A compound according to claim 64, which is a haloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

66. E is CR ７ The compound according to any one of claims 1 to 65, or a pharmaceutically acceptable salt or solvate thereof.

67. E is N, the compound according to any one of claims 1 to 65, or a pharmaceutically acceptable salt or solvate thereof.

68. R ７ These are hydrogen, halogen, -CN, and -NO ２ -OH, -OR ａ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, or C １ ~C ６ It is an aminoalkyl, and each of the alkyl, haloalkyl, hydroxyalkyl, and aminoalkyl is R ｅ A compound according to any one of claims 1 to 66, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents independently selected from the compound.

69. R ７ is hydrogen, halogen, C １ ~C ６ Alkyl, or C １ ~C ６ A compound according to claim 68, which is a haloalkyl compound, or a pharmaceutically acceptable salt or solvate thereof.

70. E is CH, the compound according to any one of claims 1 to 66, or a pharmaceutically acceptable salt or solvate thereof.

71. Ring G is R ｅ The compound according to any one of claims 21 to 70, which is a 5-6 member heteroaryl optionally substituted with one or four substituents selected from the above.

72. Ring G is R ｅ The compound according to claim 71, or a pharmaceutically acceptable salt or solvate thereof, which is a five-membered heteroaryl optionally substituted with one or two substituents selected from the above.

73. The compound according to claim 72, or a pharmaceutically acceptable salt or solvate thereof, wherein ring G is pyrrole, imidazole, triazole, tetrazole, thiophene, oxazole, thiazole, or thiadiazole.

74. Ring G is, 【Chemistry 26】 And, During the ceremony, Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R １０ａ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ The cycloalkyl or 4-6 membered heterocycloalkyl is, and each of the alkyl, haloalkyl, cycloalkyl and heterocycloalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, A compound according to any one of claims 21 to 70, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, 2, or 3.

75. Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, Each R １０ａ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C ３ ~C ６ It is a cycloalkyl or a 4-6 member heterocycloalkyl, The compound according to claim 74, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, or 2.

76. Each R １０ These are independently -F, -Cl, methyl, ethyl, and -OCH ３ , -CF ３ ,-CHF ２ , or -CH ２ F is the compound according to claim 74 or 75, or a pharmaceutically acceptable salt or solvate thereof.

77. Each R １０ａ These are, independently, halogen, -OH, and -CH ２ S (=O) ２ CH ３ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl and C １ ~C ６ C is optionally substituted with 1 to 4 substituents independently selected from hydroxyalkyl groups. １ ~C ６ A compound according to any one of claims 74 to 76, which is alkyl, or a pharmaceutically acceptable salt or solvate thereof.

78. Each R １０ａ These are independently hydrogen, methyl, ethyl, isopropyl, tert-butyl, and -CD. ３ , -CF ３ CHF ２ ,CH ２ F, -CH ２ CF ３ ien-CH ２ SO ２ CH ３ , cyclopropyl, oxetanyl, 【Chemistry 27】 The compound according to any one of claims 74 to 77, or a pharmaceutically acceptable salt or solvate thereof. 【Request Item 79】 【Chemistry 28】 teeth, 【Chemistry 29】 That is, A compound according to any one of claims 21 to 70, or a pharmaceutically acceptable salt or solvate thereof. [Request Item 80] [Chemistry 30] teeth, 【Chemistry 31】 The compound according to claim 79, or a pharmaceutically acceptable salt or solvate thereof.

81. Ring G is R ｅ The compound according to claim 71, which is a six-membered heteroaryl optionally substituted with one to four substituents selected from the above, or a pharmaceutically acceptable salt or solvate thereof.

82. The compound according to claim 81, or a pharmaceutically acceptable salt or solvate thereof, wherein ring G is pyridine, pyrimidine, or triazine.

83. Ring G is, 【Chemistry 32】 And, During the ceremony, Each R １０ These are, independently, halogen, -CN, and -NO ２ -OH, -OR ａ , -NR ｃ R ｄ , C １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C １ ~C ６ Aminoalkyl, C ３ ~C ６ The alkyl, haloalkyl, hydroxyalkyl, aminoalkyl, cycloalkyl and heterocycloalkyl are each R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, A compound according to any one of claims 21 to 70, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, 2, or 3.

84. Each R １０ It is independently -OCH ３ or -N(CH ３ ) ２ The compound according to claim 83, or a pharmaceutically acceptable salt or solvate thereof, wherein q is 0, 1, or 2. 【Request Item 85】 【Chemistry 33】 teeth, 【Transformation 34】 The compound according to claim 79, or a pharmaceutically acceptable salt thereof.

86. Ring G is a 9- or 10-membered bicyclic heteroaryl containing 1 to 3 heteroatoms selected from N, O, and S, and R ｅ A compound according to any one of claims 21 to 70, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents selected from the above.

87. Ring G is a nine-membered bicyclic heteroaryl containing one to three heteroatoms selected from N, and R ｅ The compound according to claim 86, or a pharmaceutically acceptable salt or solvate thereof, optionally substituted with one to four substituents selected from the above.

88. Each R ａ C is independent １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, or C １ ~C ６ It is a hydroxyalkyl, and each of the alkyl, haloalkyl, and hydroxyalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, Each R ｂ Hydrogen and C are independent of each other. １ ~C ６ Alkyl, C １ ~C ６ Haloalkyl, or C １ ~C ６ It is a hydroxyalkyl, and each of the alkyl, haloalkyl, and hydroxyalkyl is R ｅ It is arbitrarily substituted with 1 to 4 substituents independently selected from the above, R ｃ and R ｄ These are hydrogen and C, respectively, independently. １ ~C ６ Alkyl, or C １ ~C ６ It is a haloalkyl, and each of the alkyl and haloalkyl is R ｅ It is optionally substituted with 1 to 4 substituents independently selected from the above. A compound according to any one of claims 1 to 87, or a pharmaceutically acceptable salt or solvate thereof.

89. Each R ａ C is independent １ ~C ６ It is alkyl, Each R ｂ These are independently hydrogen or C １ ~C ６ It is alkyl, R ｃ and R ｄ Each is independently either hydrogen or C １ ~C ６ It is alkyl. The compound according to claim 88, or a pharmaceutically acceptable salt or solvate thereof.

90. Each R ａ These are independently methyl, ethyl, isopropyl, or tert-butyl. Each R ｂ These are independently hydrogen, methyl, or ethyl. R ｃ and R ｄ These are, independently, hydrogen, methyl, or ethyl. The compound according to claim 89, or a pharmaceutically acceptable salt or solvate thereof.

91. Each R ｅ These are independently halogen, -CN, -OH, and -S(=O)CH ３ , -S (=O) ２ CH ３ ien-CH ２ S (=O) ２ CH ３ , -NH ２ , - NHCH ３ , -N(CH ３ ) ２ -C(=O)CH ３ , -C(=O)OH, -C(=O)OCH ３ , C １ ~C ６ Alkyl, C １ ~C ６ Alkoxy, C １ ~C ６ Haloalkyl, C １ ~C ６ Hydroxyalkyl, C ３ ~C ６ A compound according to any one of claims 1 to 90, which is a cycloalkyl or a 4- to 6-membered heterocycloalkyl, or a pharmaceutically acceptable salt or solvate thereof.

92. Each R ｅ These are independently -F, -Cl, -OH, and -CH ２ S (=O) ２ CH ３ Methyl, ethyl, isopropyl, tert-butyl, -OCH ３ The compound according to claim 91, which is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, or azetidine, oxytane, piperidine, piperazine, or morpholine, or a pharmaceutically acceptable salt or solvate thereof.

93. Each R ｅ These are independently -F, -OH, and -CF ３ ,-CHF ２ , -OCH ３ The compound according to claim 90, or a pharmaceutically acceptable salt or solvate thereof, wherein the compound is methyl or methyl.

94. The compound is selected from the compounds in Table 1A, Table 1B, or Table 1C, or pharmaceutically acceptable salts or solvates thereof, according to any one of claims 1 to 93, a pharmaceutically acceptable salt or solvate thereof.

95. A pharmaceutical composition comprising a compound according to any one of claims 1 to 94, or a pharmaceutically acceptable salt or solvate thereof, and a pharmaceutically acceptable excipient.

96. A method for treating a neurodegenerative disease or disorder in a patient in need, comprising administering to the patient a compound according to any one of claims 1 to 94, or a pharmaceutically acceptable salt or solvate thereof, or a pharmaceutical composition according to claim 95.

97. The method according to claim 96, wherein the neurodegenerative disease or disorder is selected from Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease, Parkinson's disease, prion disease, and spinocerebellar ataxia.

98. The method according to claim 86, wherein the neurodegenerative disease or disorder is Huntington's disease (HD).

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