Desferrithiocin derivatives and methods of use thereof

• US 8,604,216 B2
• Filed: 03/02/2006
• Issued: 12/10/2013
• Est. Priority Date: 09/09/2003
• Status: Expired due to Fees

• Current Assignee: University of Florida Research Foundation, Incorporated (State University System of Florida)
• Original Assignee: University of Florida Research Foundation, Incorporated (State University System of Florida)
• Inventors: Bergeron, Raymond J. Jr.
• Primary Examiner(s): STOCKTON, LAURA LYNNE
• Application Number:
  US11/367,042
• Publication Number:
  US 20060211746A1
• Time in Patent Office: 2,840 Days
• Field of Search: 548/201
• US Class Current: 548/201
• CPC Class Codes: C07D 277/12 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

Abstract

Compounds represented by structural formulas such as Structural Formula (I):

are highly efficient in clearing excess iron from an organism. The invention also discloses methods of treating conditions such as metal overload, oxidative stress, and neoplastic and preneoplastic conditions.

Claims

1. A compound represented by Structural Formula (I):

2. The compound of claim 1, wherein R₉ is —

OR₁₂.

3. The compound of claim 2, wherein R₈ is —

H or —

CH₃.

4. The compound of claim 3, wherein R₆ and R₇ are independently —

H or —

CH₃.

5. The compound of claim 4, wherein R₄ and R₅ are each —

H.

6. The compound of claim 1, wherein the compound is represented by one of Structural Formulas (VIII) or (IX):

7. A pharmaceutical composition comprising a pharmaceutically acceptable carrier or diluent and a compound represented by Structural Formula (I):

8. The pharmaceutical composition of claim 7, wherein R₉ is —

OR₁₂.

9. The pharmaceutical composition of claim 8, wherein R₈ is —

H or —

CH₃.

10. The pharmaceutical composition of claim 9, wherein R₆ and R₇ are independently —

H or —

CH₃.

11. The pharmaceutical composition of claim 10, wherein R₄ and R₅ are each —

H.

12. The pharmaceutical composition of claim 7, wherein the compound is represented by one of Structural Formulas (VIII) or (IX):

13. A method of treating iron overload in a subject, comprising administering to the subject a therapeutically effective amount of a compound represented by Structural Formula (I):