DEUTERIUM-ENRICHED MURAGLITAZAR
The present application describes deuterium-enriched muraglitazar, pharmaceutically acceptable salt forms thereof, and methods of treating using the same.
1 . A deuterium-enriched compound of formula I or a pharmaceutically acceptable salt thereof:
wherein R 1 -R 28 are independently selected from H and D; and
the abundance of deuterium in R 1 -R 28 is at least 4%.
2 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 1 -R 28 is selected from at least 4%, at least 7%, at least 14%, at least 21%, at least 29%, at least 36%, at least 43%, at least 50%, at least 57%, at least 64%, at least 71%, at least 79%, at least 86%, at least 92%, and 100%.
3 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 1 is selected from at least 100%.
4 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 20 -R 21 is selected from at least 50% and 100%.
5 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 1 and R 20 -R 21 is selected from at least 33%, at least 67%, and 100%.
6 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 2 -R 6 is selected from at least 20%, at least 40%, at least 60%, at least 80%, and 100%.
7 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 7 -R 9 is selected from at least 33%, at least 67%, and 100%.
8 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 10 -R 13 is selected from at least 25%, at least 50%, at least 75%, and 100%.
9 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 14 -R 17 is selected from at least 25%, at least 50%, at least 75%, and 100%.
10 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 18 -R 19 is selected from at least 50% and 100%.
11 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 22 -R 25 is selected from at least 25%, at least 50%, at least 75%, and 100%.
12 . A deuterium-enriched compound of claim 1 , wherein the abundance of deuterium in R 26 -R 28 is selected from at least 33%, at least 67%, and 100%.
13 . A deuterium-enriched compound of claim 1 , wherein the compound is selected from compounds 1-11 of Table 1.
14 . A deuterium-enriched compound of claim 1 , wherein the compound is selected from compounds 12-22 of Table 2.
15 . An isolated deuterium-enriched compound of formula I or a pharmaceutically acceptable salt thereof:
wherein R 1 -R 28 are independently selected from H and D; and
the abundance of deuterium in R 1 -R 28 is at least 4%.
16 . An isolated deuterium-enriched compound of claim 15 , wherein the compound is selected from compounds 1-11 of Table 1.
17 . An isolated deuterium-enriched compound of claim 15 , wherein the compound is selected from compounds 12-22 of Table 2.
18 . A mixture of deuterium-enriched compounds of formula I or a pharmaceutically acceptable salt thereof:
wherein R 1 -R 28 are independently selected from H and D; and
the abundance of deuterium in R 1 -R 28 is at least 4%.
19 . A mixture of deuterium-enriched compound of claim 18 , wherein the compound is selected from compounds 1-11 of Table 1.
20 . A mixture of deuterium-enriched compound of claim 18 , wherein the compound is selected from compounds 12-22 of Table 2.
21 . A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt form thereof.
22 . A method for treating type 2 diabetes comprising: administering, to a patient in need thereof, a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt form thereof.