IP Library Granted Patent US 8,309,768
Granted Patent B2
US 8,309,768 · App. 13/305,927 · Granted Nov 13, 2012

FTY720-derived anticancer agents

Assignee: The Ohio State University Research Foundation
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Quick Facts
Patent No.
US 8,309,768
App. No.
13/305,927
Granted
Nov 13, 2012
Kind
B2
Abstract

A number of FTY720-derived compounds with antitumor activity are described. These compounds include the compounds of formula I: wherein R 1 is independently selected from the group consisting of hydrogen, methyl. methoxy, and hydroxyl; R 2 is independently selected from the group consisting of hydrogen, methoxy, and hydroxyl; R 3 is independently selected from the group consisting of alkyl and cyclo-alkyl; and n is independently selected from 0 to 6. The compounds have lower immunosuppressive side effects as a result of not being phosphorylated by sphingosine kinase 2.

Claims (20)

1. A compound of formula I:

wherein R 1 is independently selected from the group consisting of hydrogen, methyl. methoxy, and hydroxyl;

R 2 is independently selected from the group consisting of hydrogen, methoxy, and hydroxyl;

R 3 is independently selected from the group consisting of alkyl and cyclo-alkyl; and

n is independently selected from 0 to 6.

2. The compound of claim 1 , wherein R 1 is hydrogen.

3. The compound of claim 2 , wherein n is from 0 to 3.

4. The compound of claim 1 , wherein R 1 is methyl.

5. The compound of claim 4 , wherein n is from 0 to 3.

6. The compound of claim 1 , wherein R 2 is hydrogen.

7. The compound of claim 1 , wherein R 2 is 2-methoxy.

8. The compound of claim 1 , wherein R 2 is 3-methoxy.

9. The compound of claim 1 , wherein R 2 is 2-hydroxy.

10. The compound of claim 1 , wherein R 2 is 3-hydroxy.

11. The compound of claim 1 , wherein R 3 is propyl.

12. The compound of claim 1 , wherein R 3 is isopropyl.

13. The compound of claim 1 , wherein R 3 is isobutyl.

14. The compound of claim 1 , wherein R 3 is cyclopropyl methyl.

15. The compound of claim 1 , wherein R 3 is cyclobutyl methyl.

16. The compound of claim 1 , wherein the compound has the structure:

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2018
From: THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION
To: OHIO STATE INNOVATION FOUNDATION
Reel/Frame 045699/0314 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 14, 2012
From: CHEN, CHING-SHIH; KULP, SAMUEL K.; WANG, DASHENG; BYRD, JOHN C.; MUTHUSAMY, NATARAJAN
To: THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION
Reel/Frame 027698/0625 →
CONFIRMATORY LICENSE Recorded Jan 12, 2012
From: THE OHIO STATE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 027521/0333 →
Continuity (2)
Provisional Application 61417566 · Nov 29, 2010
Related Publication 20120136063A1 · May 31, 2012