IP Library Granted Patent US 9,701,650
Granted Patent B2
US 9,701,650 · App. 15/048,672 · Granted Jul 11, 2017

Derivatives of sobetirome

Inventors: Thomas S. Scanlan (Portland, OR); Andrew Placzek (Portland, OR); Tapasree Banerji (West Linn, OR); Sky Ferrara (Portland, OR); James Matthew Meinig (Portland, OR)
Assignee: OREGON HEALTH & SCIENCE UNIVERSITY
C07D295/088C07C69/708C07C69/736C07C219/06C07C229/08C07C229/36C07C235/06C07C237/08C07C237/12C07D205/04C07D207/08C07D211/22C07D211/42C07D211/44C07D233/64C07D309/10C07H13/04C07B2200/07C07C2101/04
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Quick Facts
Patent No.
US 9,701,650
App. No.
15/048,672
Granted
Jul 11, 2017
Kind
B2
Abstract

Ester derivatives of sobetirome with enhanced CNS distribution are disclosed.

Claims (9)

1. A compound with the structure:

or any pharmaceutically acceptable salt thereof, where R1 is an alkylamino.

2. The compound of claim 1 where R1 is substituted alkylamine, cycloalkylamino, or substituted cycloalkylamino.

3. The compound of claim 1 wherein R1 is ethylamino, ethyl(N,N,N)-trimethylamino, ethylmorpholinyl, ethyl(N,N)-dimethylamino, 3-(N-methyl)azetidinyl, 4-pyrrolidinyl, 3-pyrrolidinyl, 2,2-dimethylethylamino, 3-(3-trifluoromethyl)azetidinyl, 2-pyrrolidinyl, 2-methylethylamino, 2-trifluoromethylamino, N-methyl-ethylomino, 1-methyl-(N,N)dimethylethylamino, 1-methyl-2-imazodinylethylamino; 1-methyl-2-keto-ethylamino, 1-isopropyl-ethylamino, and 1-isopropyi-N-methyl-ethylamino.

4. The compound of claim 3 wherein R1 is 2-methylethylamino further comprising R and S enantiomers.

5. The compound of claim 3 with the structure:

6. The compound of claim 5 wherein the compound is a halide salt.

7. The compound of claim 3 with the structure selected from:

8. A pharmaceutical composition comprising an effective amount of the compound of claim 1 , or a pharmaceutically acceptable salt thereof and one or more pharmaceutically acceptable carriers.

Continuity (2)
Provisional Application 62119001 · Feb 20, 2015
Related Publication 20160244418A1 · Aug 25, 2016