Claims for Patent: 11,492,353

Summary for Patent: 11,492,353

Title:	Methods and compounds for treating Paramyxoviridae virus infections
Abstract:	Provided are methods for treating Paramyxoviridae virus infections by administering ribosides, riboside phosphates and prodrugs thereof, of Formula I: wherein the 1′ position of the nucleoside sugar is substituted. The compounds, compositions, and methods provided are particularly useful for the treatment of Human parainfluenza and Human respiratory syncytial virus infections.
Inventor(s):	Richard L. Mackman, Jay P. Parrish, Adrian S. Ray, Dorothy Agnes Theodore
Assignee:	Gilead Sciences Inc
Application Number:	US16/879,491
Patent Litigation and PTAB cases:	See patent lawsuits and PTAB cases for patent 11,492,353
Patent Claims:	1. A compound having the structure of Formula III or a pharmaceutically acceptable salt thereof: wherein R2 and R3 are each ORa; R6 is CN; R7 is (C═O)R11 or R8 is NH2; R9 is H; each occurrence of Ra is independently H or (C═O)R11; each occurrence of R11 is independently H or (C1-C8)alkyl which is optionally substituted by NH2; and each occurrence of R is independently H or (C1-C8)alkyl. 2. The compound of claim 1, wherein R7 is 3. The compound of claim 2, wherein R is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl. 4. The compound of claim 1, wherein R2 and R3 are each OH. 5. The compound of claim 4, wherein R7 is —(C═O)—(C1-C8)alkyl; wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 6. The compound of claim 5, wherein R7 is —(C═O)—CH(CH3)2. 7. The compound of claim 5, wherein R7 is —(C═O)—CH(NH2)CH(CH3)2. 8. The compound of claim 1, wherein R2 and R3 are each —O(C═O)(C1-C8)alkyl, wherein the (C1-C8)alkyl groups of R2 and R3 are each optionally substituted with NH2. 9. The compound of claim 8, wherein the (C1-C8)alkyl groups of R2 and R3 are each selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted with NH2. 10. The compound of claim 9, wherein each of R2 and R3 is selected from the group consisting of —O(C═O)—CH(CH3)2 and —O(C═O)—CH(NH2)CH(CH3)2. 11. The compound of claim 10, wherein R2 and R3 are —O(C═O)—CH(NH2)CH(CH3)2 and —O(C═O)—CH(CH3)2, respectively; —O(C═O)—CH(CH3)2 and —O(C═O)—CH(NH2)CH(CH3)2, respectively; or —O(C═O)—CH(NH2)CH(CH3)2 and —O(C═O)—CH(NH2)CH(CH3)2, respectively. 12. The compound of claim 10, wherein R2 and R3 are each —O(C═O)—CH(CH3)2. 13. The compound of claim 8, wherein R7 is —(C═O)—(C1-C8)alkyl, wherein the (C1-C8)alkyl of R7 is optionally substituted by NH2. 14. The compound of claim 13, wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 15. The compound of claim 14, wherein R7 is —(C═O)—CH(CH3)2. 16. The compound of claim 14, wherein R7 is —(C═O)—CH(NH2)CH(CH3)2. 17. The compound of claim 8, wherein R2 is —O(C═O)—CH(CH3)2, R3 is —O(C═O)—CH(CH3)2, and R7 is —(C═O)—CH(CH3)2. 18. The compound of claim 1, wherein R2 is OH and R3 is —O(C═O)(C1-C8)alkyl, wherein the (C1-C8)alkyl of R3 is optionally substituted by NH2. 19. The compound of claim 18, wherein the (C1-C8)alkyl of R3 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 20. The compound of claim 19, wherein R3 is —O(C═O)—CH(CH3)2. 21. The compound of claim 19, wherein R3 is —O(C═O)—CH(NH2)CH(CH3)2. 22. The compound of claim 18, wherein R7 is —(C═O)—(C1-C8)alkyl; wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 23. The compound of claim 22, wherein R7 is —(C═O)—CH(CH3)2. 24. The compound of claim 22, wherein R7 is —(C═O)—CH(NH2)CH(CH3)2. 25. The compound of claim 1, wherein R3 is OH and R2 is —O(C═O)(C1-C8)alkyl, wherein the (C1-C8)alkyl of R2 is optionally substituted by NH2. 26. The compound of claim 25, wherein the (C1-C8)alkyl of R2 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, or 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 27. The compound of claim 26, wherein R2 is —O(C═O)—CH(CH3)2. 28. The compound of claim 26, wherein R2 is —O(C═O)—CH(NH2)CH(CH3)2. 29. The compound of claim 25, wherein R7 is —(C═O)—(C1-C8)alkyl; wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl, each of which is optionally substituted by NH2. 30. The compound of claim 29, wherein R7 is —(C═O)—CH(CH3)2. 31. The compound of claim 29, wherein R7 is —(C═O)—CH(NH2)CH(CH3)2. 32. The compound of claim 1, wherein R2 and R3 are each —O(C═O)(C1-C8)alkyl. 33. The compound of claim 32, wherein the (C1-C8)alkyl groups of R2 and R3 are each selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl. 34. The compound of claim 32, wherein R7 is —(C═O)—(C1-C8)alkyl. 35. The compound of claim 34, wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl. 36. The compound of claim 4, wherein R7 is —(C═O)—(C1-C8)alkyl. 37. The compound of claim 36, wherein the (C1-C8)alkyl of R7 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, 1-butyl, 2-methyl-1-propyl, 2-butyl, 2-methyl-2-propyl, 2-pentyl, 3-pentyl, 2-methyl-2-butyl, 3-methyl-2-butyl, 3-methyl-1-butyl, and 2-methyl-1-butyl.