Heterocyclic modulators of lipid synthesis
US-2024400552-A1 · Dec 5, 2024 · US
US9783536B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9783536-B2 |
| Application number | US-201514795568-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 9, 2015 |
| Priority date | Jan 11, 2013 |
| Publication date | Oct 10, 2017 |
| Grant date | Oct 10, 2017 |
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A compound represented by Formula [1](in the formula, Z 1 represents N, CH, or the like; X 1 represents NH or the like; R 1 represents a heteroaryl group or the like; each of R 2 , R 3 , and R 4 represents a hydrogen atom, a halogen atom, an alkoxy group, or the like; and R 5 represents a heteroaryl group or the like) or salt thereof.
Opening claim text (preview).
What is claimed is: 1. A nitrogen-containing heterocyclic compound represented by the following Formula [1]or salt thereof: wherein, in Formula [1]: Z 1 represents N or CR 6d ; R 6d represents a hydrogen atom, a halogen atom, a C 1-6 alkyl group which may be substituted, a C 1-6 alkoxy group which may be substituted, or NHR 8d ; R 8d represents a hydrogen atom or a C 1-6 alkyl group which may be substituted; X 1 represents NR 9 or S; R 9 represents a hydrogen atom, a C 1-6 alkyl group which may be substituted, or an amino protecting group; R 1 represents a monocyclic nitrogen-containing heteroaryl group which may be substituted, a monocyclic nitrogen- and oxygen-containing heteroaryl group which may be substituted, a monocyclic nitrogen- and sulfur-containing heteroaryl group which may be substituted, a bicyclic nitrogen-containing heteroaryl group which may be substituted, a bicyclic nitrogen- and oxygen-containing heteroaryl group which may be substituted, or a bicyclic nitrogen- and sulfur-containing heteroaryl group which may be substituted; R 2 represents a hydrogen atom or a halogen atom; R 3 represents a hydrogen atom or a halogen atom; R 4 represents a hydrogen atom, a halogen atom, an amino group which may be protected, a hydroxyl group which may be protected, a C 1-6 alkyl group which may be substituted, or a C 1-6 alkoxy group which may be substituted; R 5 represents a C 3-8 cycloalkyl group which may be substituted, an aryl group which may be substituted, a heteroaryl group which may be substituted, a heterocyclyl group which may be substituted, or NR 12a R 13a , provided that in a case in which Z 1 represents N and R 4 represents a hydrogen atom, R 5 represents a C 3-8 cycloalkyl group which may be substituted, a heteroaryl group which may be substituted, a heterocyclyl group which may be substituted, or NR 12a R 13a ; R 12a presents a hydrogen atom or a C 1-6 alkyl group which may be substituted; and R 13a represents a C 3-8 cycloalkyl group which may be substituted, an aryl group which may be substituted, a heteroaryl group which may be substituted, or a heterocyclyl group which may be substituted. 2. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein R 4 represents a hydrogen atom, a halogen atom, an amino group which may be protected, or a C 1-6 alkoxy group which may be substituted. 3. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein: Z 1 represents CR 6d ; and R 6d has the same meaning as in claim 1 . 4. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein R 2 is a hydrogen atom. 5. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein R 3 is a hydrogen atom. 6. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein X 1 represents NR 9a or S, and R 9a represents a hydrogen atom or an amino protecting group. 7. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein R 1 represents a pyrazolyl group which may be substituted, an imidazolyl group which may be substituted, a triazolyl group which may be substituted, a thiazolyl group which may be substituted, an oxadiazolyl group which may be substituted, a thiadiazolyl group which may be substituted, a pyridyl group which may be substituted, or a pyridazinyl group which may be substituted. 8. The nitrogen-containing heterocyclic compound or salt thereof according to claim 1 , wherein: R 1 represents a pyrazolyl group which may be substituted with one or more substituents selected from a substituent group A 1 , an imidazolyl group which may be substituted with one or more substituents selected from the substituent group A 1 , a triazolyl group which may be substituted with one or more substituents selected from the substituent group A 1 , a thiazolyl group which may be substituted with one or more substituents selected from the substituent group A 1 , an oxadiazolyl group which may be substituted with one or more substituents selected from the substituent group A 1 , a thiadiazolyl group which may be substituted with one or more substituents selected from the substituent group A 1 , a pyridyl group which may be substituted with one or more substituents selected from the substituent group A 1 , or a pyridazinyl group which may be substituted with one or more substituents selected from the substituent group A 1 ; the substituent group A 1 consists of a halogen atom, a hydroxyl group which may be protected, an amino group which may be protected, a carboxyl group which may be protected, a cyano group, a carbamoyl group which may be substituted with one or more substituents selected from a substituent group B 1 , a sulfamoyl group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 1-6 alkyl group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 2-6 alkenyl group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 3-8 cycloalkyl group which may be substituted with one or more substituents selected from the substituent group B 1 , an aryl group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 1-6 alkoxy group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 3-8 cycloalkoxy group which may be substituted with one or more substituents selected from the substituent group B 1 , an aryloxy group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 1-6 alkylthio group which may be substituted with one or more substituents selected from the substituent group B 1 , an arylthio group which may be substituted with one or more substituents selected from the substituent group B 1 , a C 1-6 alkylamino group which may be substituted with one or more substituents selected from the substituent group B 1 , a di(C 1-6 alkyl)amino group which may be substituted with one or more substituents selected from the substituent group B 1 , an acyl group which may be substituted with one or more substituents selected from the substituent group B 1 , a heteroaryl group which may be substituted with one or more substituents selected from the substituent group B 1 , a heterocyclyl group which may be substituted with one or more substituents selected from the substituent group B 1 , and an oxo group; the substituent group B 1 consists of a halogen atom, a hydroxyl group which may be protected, an amino group which may be protected, a carboxyl group which may be protected, a cyano group, a carbamoyl group which may be substituted with one or more substituents selected from a substituent group C 1 , a sulfamoyl group which may be substituted with one or more substituents selected from the substituent group C 1 , a C 1-6 alkyl group which may be substituted with one or more substituents selected from the substituent group C 1 , a C 3-8 cycloalkyl group which may be substituted with one or more substituents selected from the substituent group C 1 , an aryl group which may be substituted with one or more substituents selected from the substituent group C 1 , a C 1-6 alkoxy group which may be substituted with one or more substituents selected from the substituent group C 1 , a C 1-6 alkylamino group which may be substituted with one or more substit
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