c-Met Modulators and Method of Use
US-2016185725-A1 · Jun 30, 2016 · US
US9717720B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9717720-B2 |
| Application number | US-201213984559-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 10, 2012 |
| Priority date | Feb 10, 2011 |
| Publication date | Aug 1, 2017 |
| Grant date | Aug 1, 2017 |
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The present invention is directed to processes for making and compositions containing quinolines such as formula I or pharmaceutically acceptable salts thereof wherein: X1 is H, Br, CI, or X2 is H, Br, CI, or n1 is 1-2; and n2 is 1-2.
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The invention claimed is: 1. A capsule pharmaceutical composition: Ingredient mg / unit dose total fill weight × 100 Compound IB with 50 ppm or less 10 of 6,7-dimethoxy-quinoline-4-ol (10 percent drug load formulation) Silicified Microcrystalline Cellulose 78.7 Croscarmellose sodium 5 Sodium starch glycolate 5 Fumed Silica 0.3 Stearic acid 1 Total 100 wherein compound IB has the structure: 2. The capsule pharmaceutical composition of claim 1 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 25 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 3. The capsule pharmaceutical composition of claim 1 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 15 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 4. The capsule pharmaceutical composition of claim 1 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 10 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 5. A capsule pharmaceutical composition: Ingredient mg / unit dose total fill weight × 100 Compound IB with 50 ppm or less 50 of 6,7-dimethoxy-quinoline-4-ol (50 percent drug load formulation) Silicified Microcrystalline Cellulose 37.7 Croscarmellose sodium 5 Sodium starch glycolate 5 Fumed Silica 0.3 Stearic acid 2 Total 100 wherein compound IB has the structure: 6. The capsule pharmaceutical composition of claim 5 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 25 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 7. The capsule pharmaceutical composition of claim 5 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 15 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 8. The capsule pharmaceutical composition of claim 5 , wherein the formation of 6,7-dimethoxy-quinoline-4-ol in the pharmaceutical composition is minimized to 10 ppm or less from 0 to 6 months at 25° C. and 60 percent relative humidity. 9. The capsule pharmaceutical composition of claim 1 containing 25 mg of Compound IB. 10. The capsule pharmaceutical composition of claim 9 containing:
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