IP Library Granted Patent US 10,494,337
Granted Patent B2
US 10,494,337 · App. 15/165,884 · Granted Dec 3, 2019

(20S)-1-α,25-dihydroxy-24,24-difluoro-19-nor-vitamin D

Inventors: Hector F. DeLuca (Deerfield, WI); Agnieszka Flores (Sun Prairie, WI); Lori A. Plum (Arena, WI); Hazel Holden (Fitchburg, WI); James Thoden (Madison, WI)
Assignee: WISCONSIN ALUMNI RESEARCH FOUNDATION
C07C401/00C07F7/1804
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Quick Facts
Patent No.
US 10,494,337
App. No.
15/165,884
Granted
Dec 3, 2019
Kind
B2
Abstract

Disclosed are 1α,25-dihydroxy-24,24-difluoro-2-methylene-19-nor-vitamin D analogs and their pharmaceutical uses. These new vitamin D analogs are 19-nor-vitamin D analogs having two fluorine atom substitutions at the 24 position (C-24) in the side chain and optionally having a 2-methylene substituent.

Claims (10)

1. A compound having the formula:

where X 1 , X 2 , and X 3 , which may be the same or different, are each independently selected from hydrogen or a hydroxy-protecting group.

2. The compound of claim 1 wherein X 1 is hydrogen.

3. The compound of claim 1 wherein X 2 is hydrogen.

4. The compound of claim 1 wherein X 1 and X 2 are both t-butyldimethylsilyl.

5. The compound of claim 1 wherein X 3 is hydrogen.

6. The compound of claim 1 wherein X 3 is triethylsilyl.

7. The compound of claim 1 having a formula:

8. A pharmaceutical composition containing an effective amount of the compound of claim 1 or a pharmaceutical salt thereof together with a pharmaceutically acceptable excipient.

9. The pharmaceutical composition of claim 8 wherein said effective amount comprises about 1.0 μg to about 1000.0 μg per gram of the composition.

Assignments (2)
CONFIRMATORY LICENSE Recorded May 11, 2018
From: WISCONSIN ALUMNI RESEARCH FOUNDATION
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 046137/0375 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2016
From: DELUCA, HECTOR; FLORES, AGNIESZKA; PLUM, LORI; HOLDEN, HAZEL; THODEN, JAMES
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 039099/0569 →
Continuity (2)
Provisional Application 62166494 · May 26, 2015
Related Publication 20160347710A1 · Dec 1, 2016