Substituted guanidine compounds
The present invention provides a compound of general formula (I) (wherein X is as described in the present description and claims), or a pharmacologically acceptable salt thereof, and a pharmaceutical composition containing that compound.
1. A compound of formula (I):
wherein,
X is a CR1R2,
R1 and R2, independently of each other, are a hydrogen atom, halogen atom, hydroxy group, optionally substituted C1-C6 alkyl group or optionally substituted C1-C6 alkoxy group, where the term “substituted” refers to being substituted with at least one substituent selected from the group consisting of a deuterium atom, halogen atom, hydroxy group and C1-C6 alkoxy group,
or a pharmacologically acceptable salt thereof.
2. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein R1 is a hydrogen atom, halogen atom, hydroxy group, optionally substituted C1-C6 alkyl group or optionally substituted C1-C6 alkoxy group, and R2 is a hydrogen atom, halogen atom or C1-C3 alkyl group.
3. The compound according to claim 2 or a pharmacologically acceptable salt thereof, wherein R1 is a halogen atom, hydroxy group, C1-C6 alkoxy group or C1-C6 alkoxy group substituted with at least one deuterium atom.
4. A compound or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(3-methoxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 2-fluoro-3-{5-fluoro-6-[3-(methoxy-d3)azetidin-1-yl]pyridin-3-yl}benzyl carbamimidoylcarbamate, 3-[6-(3-ethoxyazetidin-1-yl)-5-fluoropyridin-3-yl]-2-fluorobenzyl carbamimidoylcarbamate, 2-fluoro-3-{5-fluoro-6-[3-(2-fluoroethoxy)azetidin-1-yl]pyridin-3-yl}benzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-propoxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-isopropoxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 2-fluoro-3-(5-fluoro-6-{3-[(tetrahydropyran-2-yl)oxy]azetidin-1-yl}pyridin-3-yl)benzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-hydroxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 3-[6-(azetidin-1-yl)-5-fluoropyridin-3-yl]-2-fluorobenzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-fluoroazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 3-[6-(3,3-difluoroazetidin-1-yl)-5-fluoropyridin-3-yl]-2-fluoro-benzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-methylazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate, 3-[6-(3,3-dimethylazetidin-1-yl)-5-fluoropyridin-3-yl]-2-fluorobenzyl carbamimidoylcarbamate, 2-fluoro-3-(5-fluoro-6-{3-methyl-3-[(tetrahydropyran-2-yl)oxy]azetidin-1-yl}pyridin-3-yl)benzyl carbamimidoylcarbamate, 2-fluoro-3-[5-fluoro-6-(3-hydroxy-3-methylazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate or 2-fluoro-3-[5-fluoro-6-(2-oxa-6-azaspiro[3.3]heptan-6-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
5. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(3-methoxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
6. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-{5-fluoro-6-[3-(methoxy-d3)azetidin-1-yl]pyridin-3-yl}benzyl carbamimidoylcarbamate.
7. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(3-hydroxyazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
8. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(3-fluoroazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
9. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(3-hydroxy-3-methylazetidin-1-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
10. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the compound is:
2-fluoro-3-[5-fluoro-6-(2-oxa-6-azaspiro[3.3]heptan-6-yl)pyridin-3-yl]benzyl carbamimidoylcarbamate.
11. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the pharmacologically acceptable salt is a salt of an organic acid.
12. The compound according to claim 1 or a pharmacologically acceptable salt thereof, wherein the pharmacologically acceptable salt is a salt of a dicarboxylic acid.
13. A pharmaceutical composition comprising the compound according to claim 1 , or a pharmacologically acceptable salt thereof, and at least one type of pharmacologically acceptable additive.
14. The compound of claim 1 , wherein R1 and R2 are the same.
15. The compound of claim 1 , wherein R1 and R2 are different.