Co-crystals and pharmaceutical compositions comprising the same
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Abstract
The present invention relates to compositions and co-crystals each comprising a compound of formula I having the structure:
wherein each of R1 and R2 is H or 2H and a co-crystal former selected from adipic acid, citric acid, fumaric acid, maleic acid, succinic acid, or benzoic acid. Also within the scope of this invention are methods of making and using the same.
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Citations
21 Claims
- 1. A co-crystal comprising a compound of the formula
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12. A method of making a co-crystal comprising:
grinding, heating, co-subliming, co-melting, or contacting either (S)-N-methyl-8-(1-((2′
-methyl-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide or (S)-N-methyl-8-(1-((2′
-methyl-4′
,6′
-dideutero-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide with a co-crystal former under crystallization conditions so as to form the co-crystal in solid phase, wherein the co-crystal former is adipic acid.
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13. A method of making a co-crystal, wherein the co-crystal comprises (i) either (S)-N-methyl-8-(1-((2′
- -methyl-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide or (S)-N-methyl-8-(1((2′
-methyl-4′
,6′
-dideutero-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide; and
(ii) adipic acid;
the method comprising providing a pre-existing co-crystal as a seed to prepare the co-crystal, wherein the pre-existing co-crystal comprises;
(i) either (S)-N-methyl-8-(1-((2′
-methyl-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide or (S)-N-methyl-8-(1-((2′
-methyl-4′
,6′
-dideutero-[4,5′
-bipyrimidin]-6-yl)amino)propan-2-yl)quinoline-4-carboxamide; and
(ii) adipic acid.
- -methyl-[4,5′
Specification