IP Library Granted Patent US 9,943,532
Granted Patent B2
US 9,943,532 · App. 15/399,213 · Granted Apr 17, 2018

Iminosugars and methods of treating viral diseases

Inventors: Urban Ramstedt (Bethesda, MD); Brennan Klose (Silver Spring, MD); Nicole Zitzmann (Oxford, GB); Raymond A. Dwek (Oxford, GB); Terry D. Butters (Oxford, GB)
Assignees: Emergent Virology LLC; The Chancellor, Masters and Scholars of the University of Oxford
A61K31/70A61K31/445A61K31/665
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Quick Facts
Patent No.
US 9,943,532
App. No.
15/399,213
Granted
Apr 17, 2018
Kind
B2
Abstract

Provided are methods of treating or preventing viral infections caused by or associated with a Dengue virus using iminosugars.

Claims (32)

1. A method of treating a Dengue viral infection comprising administering to a human subject in need thereof an effective amount of a compound of formula:

wherein:

W 1-4 are independently selected from hydrogen and alkyl groups; and

R is an alkyl group or an oxaalkyl group.

2. The method of claim 1 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and R is a C 1-16 alkyl group.

3. The method of claim 2 , wherein R is a C 4-12 alkyl group.

4. The method of claim 3 , wherein R is an unsubstituted C 4-12 alkyl group.

5. The method of claim 3 , wherein R is an unsubstituted C 8-10 alkyl group.

6. The method of claim 1 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and R is an C 1-16 oxaalkyl group containing from 1 to 3 oxygen atoms.

7. The method of claim 6 , wherein R is an C 4-12 oxaalkyl group containing from 1 to 2 oxygen atoms.

8. The method of claim 7 , wherein R is an unsubstituted C 4-12 oxaalkyl group.

9. The method of claim 7 , wherein R is an unsubstituted C 8-10 oxaalkyl group.

10. The method of claim 1 , wherein the Dengue viral infection is caused by a Dengue 2 virus.

11. A method of treating a Dengue viral infection comprising administering to a human subject in need thereof an effective amount of a compound of formula:

wherein:

W 1-4 are independently selected from hydrogen and alkyl groups; and

R is

wherein:

R 1 is an alkyl group;

X 1-5 are independently selected from H, NO 2 , N 3 , or NH 2 ;

Y is absent or is a C 1 -alkyl group, other than carbonyl; and

Z is selected from a bond or NH; provided that when Z is a bond, Y is absent, and provided that when Z is NH, Y is a C 1 -alkyl group, other than carbonyl.

12. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and Z is NH.

13. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen, Z is a bond, and Y is absent.

14. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen, Z is NH, and R 1 -Y is a C 4-12 alkyl group.

15. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and R 1 is an unsubstituted alkyl group.

16. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and each of X 2 , X 4 , and X 5 is hydrogen.

17. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen and R 1 -Y is a C 4-12 alkyl group.

18. The method of claim 17 , wherein R 1 -Y is an unsubstituted C 4 - 12 alkyl group.

19. The method of claim 16 , wherein X 1 is NO 2 and X 3 is N 3.

20. The method of claim 11 , wherein each of W 1 , W 2 , W 3 , and W 4 is hydrogen, Z is NH, R 1 -Y is an unsubstituted C 4 - 10 alkyl group, X 1 is NO 2 , and X 3 is N 3.

21. The method of claim 11 , wherein the Dengue viral infection is caused by a Dengue 2 virus.

Assignments (4)
CHANGE OF NAME Recorded Nov 16, 2017
From: UNITHER VIROLOGY, LLC
To: EMERGENT VIROLOGY LLC
Reel/Frame 044476/0840 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2017
From: ZITZMANN, NICOLE; DWEK, RAYMOND A.; BUTTERS, TERRY D.
To: THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD
Reel/Frame 044146/0861 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2017
From: RAMSTEDT, URBAN; DLOSE, BRENNAN
To: UNITED THERAPEUTICS CORPORATION
Reel/Frame 044146/0881 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2017
From: UNITED THERAPEUTICS CORPORATION
To: UNITHER VIROLOGY, LLC
Reel/Frame 044146/0901 →
Continuity (6)
Continuation 14696686 · Apr 27, 2015
Continuation 13870341 · Apr 25, 2013
Continuation 12656992 · Feb 22, 2010
Provisional Application 61272255 · Sep 4, 2009
Provisional Application 61202367 · Feb 23, 2009
Related Publication 20170304333A1 · Oct 26, 2017