Deuterated colony stimulating factor-1 receptor (CSF-1R) inhibitors
US-11530216-B2 · Dec 20, 2022 · US
US12503477B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12503477-B2 |
| Application number | US-202418404409-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 4, 2024 |
| Priority date | Jul 20, 2015 |
| Publication date | Dec 23, 2025 |
| Grant date | Dec 23, 2025 |
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Compounds of the formula or pharmaceutically acceptable salts thereof, and pharmaceutical compositions comprising the same. The compounds are useful as colony stimulating factor-1 receptor inhibitors (“CSF-1R inhibitors”).
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The invention claimed is: 1 . A compound selected from the group consisting of: 3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-6-(piperidin- 3-ylethynyl)-3H-imidazo[4,5-b]pyridine 3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-6- (pyrrolidin-3-ylethynyl)-3H-imidazo[4,5-b]pyridine 4-(3-(3-methoxy-4-((6-methylpyridin-3-yl)methoxy)benzyl)-3H- imidazo[4,5-b]pyridin-6-yl)-2-methylbut-3-yn-2-amine 4-(3-((5-ethoxy-6-((6-methylpyridin-3-yl)methoxy)pyridin-3-yl)methyl)- 3H-imidazo[4,5-b]pyridin-6-yl)-2-methylbut-3-yn-2-amine and/or stereoisomers, optical isomers, racemic and diastereomeric mixtures, and/or pharmaceutically acceptable salts thereof. 2 . The compound of claim 1 , which is 3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-6-(piperidin-3-ylethynyl)-3H-imidazo[4,5-b]pyridine. 3 . The compound of claim 1 , which is 3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-6-(pyrrolidin-3-ylethynyl)-3H-imidazo[4,5-b]pyridine. 4 . The compound of claim 1 , which is 4-(3-(3-methoxy-4-((6-methylpyridin-3-yl)methoxy)benzyl)-3H-imidazo[4,5-b]pyridin-6-yl)-2-methylbut-3-yn-2-amine. 5 . The compound of claim 1 , which is 4-(3-((5-ethoxy-6-((6-methylpyridin-3-yl)methoxy)pyridin-3-yl)methyl)-3H-imidazo[4,5-b]pyridin-6-yl)-2-methylbut-3-yn-2-amine. 6 . A pharmaceutical composition comprising a pharmaceutically acceptable excipient and a compound of claim 1 and/or a pharmaceutically acceptable salt thereof.
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linked by a carbon chain containing only aliphatic carbon atoms · CPC title
Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title
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