IGF-1R signaling pathway inhibitors useful in the treatment of neurodegenerative diseases
US-9770454-B2 · Sep 26, 2017 · US
US12304895B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12304895-B2 |
| Application number | US-202017609916-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 21, 2020 |
| Priority date | May 23, 2019 |
| Publication date | May 20, 2025 |
| Grant date | May 20, 2025 |
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A compound with the following general formula (I) and a general method of making this compound are provided. R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 and R 14 are each independently selected from the group that includes H, halogen, nitro, cyano, amido, pyridyl, alkyl, aryl, acyl, alkoxy, cycloalkyl, heteroalkyl, heterocyclyl, aralkyl, heteroaryl and heteroaralkyl.
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We claim: 1. A compound of Formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 and R 14 are each independently selected from the group consisting of H, halogen, nitro, cyano, amido, pyridyl, alkyl, aryl, acyl, alkoxy, cycloalkyl, heteroalkyl, heterocyclyl, aralkyl, heteroaryl and heteroaralkyl, wherein R 8 is not H or CH 3 , and wherein R 3 is not H, CH 3 or an aza-aromatic group. 2. The compound of claim 1 , wherein R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , R 9 , R 10 R 11 , R 12 , R 13 and R 14 are each independently selected from the group consisting of H, halogen, nitro, amido, alkyl, alkoxy and acyl. 3. The compound of claim 1 , wherein R 3 is a thiazinone. 4. A compound of Formula II wherein R 3 is H; and R 4 is selected from the group that consists of m-Br, p-Br, m-F, p-F, m-CF 3 , p-CF 3 , m-OCH 3 and p-OCH 3 . 5. A compound of Formula II wherein R 3 is selected from a group consisting of m-NO 2 , m-Br, p-Br, m-F, p-F, m-CF 3 , p-CF 3 , m-OCH 3 , p-OCH 3 and p-thiazinone; and wherein R 4 is H. 6. The compound of claim 5 , wherein R 3 is selected from the group consisting of m-NO 2 , p-Br, m-F, p-F, m-CF 3 , and m-OCH 3 . 7. A compound of Formula III wherein R 3 and R 4 are each selected from the group that consists of m-Br, p-Br, m-F, p-F, m-CF 3 , p-CF 3 , m-OCH 3 and p-OCH 3 ; and R 3 is the same as R 4 . 8. The compound of claim 7 , wherein R 3 and R 4 are each selected from the group consisting of m-Br, p-Br, m-F, p-F, p-CF 3 , m-OCH 3 and p-OCH 3 . 9. A compound of Formula IV wherein R 3 is H, and wherein R 4 is selected from the group consisting of m-NO 2 , m-Br, p-Br, m-CF 3 , p-CF 3 , m-OCH 3 and p-OCH 3 .
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