IP Library Granted Patent US 9,101,673
Granted Patent B2
US 9,101,673 · App. 12/479,520 · Granted Aug 11, 2015

Fluorine-18 labeled rhodamine derivatives for imaging with positron emission tomography

Inventors: Alan B. Packard (Framingham, MA); Tobias K. Heinrich (Berlin, DE); S. Ted Treves (Wellesley, MA); Vijay Gottumukkala (Quincy, MA)
Assignee: CHILDREN'S MEDICAL CENTER CORPORATION
A61K51/0421A61K51/04
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Quick Facts
Patent No.
US 9,101,673
App. No.
12/479,520
Granted
Aug 11, 2015
Kind
B2
Abstract

The present invention is directed toward novel fluorine-18 labeled rhodamine dye derivatives and methods of making the same. The present invention is also directed toward methods of using novel fluorine-18 labeled rhodamine dye derivatives as positron emission tomography imaging agents and myocardial perfusion imaging agents.

Claims (23)

1. A compound comprising an 18 F labeled rhodamine derivative according to formula I:

wherein

R 2 and R 3 are alkyl;

R 1 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are hydrogen;

A 1 is carbon or nitrogen, if A 1 is nitrogen, then R 6 is absent;

R 15 is CH 2 CH 2 OCH 2 CH 2 18 F;

and

A − is an anion.

2. The compound of claim 1 , wherein the compound is

3. The compound of claim 1 , wherein R 2 and R 3 are alkyl; R 1 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are hydrogen; and A 1 is carbon.

4. The compound of claim 3 , wherein R 2 is ethyl.

5. The compound of claim 3 , wherein R 3 is ethyl.

6. A composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

7. A method of obtaining a positron emission image of a portion of a mammal, comprising the steps of:

administering to a mammal a compound of claim 1 ; and

acquiring a positron emission image of a portion of a mammal

wherein said portion of a mammal is the myocardium.

8. The method of claim 7 wherein the mammal is a human.

9. A method of imaging myocardial perfusion comprising:

administering to a patient a compound of claim 1 or 6 ; and

scanning the patient using diagnostic imaging.

10. The compound of claim 1 , wherein the compound of formula (I) is a myocardial positron imagining agent.

11. The compound of claim 1 , wherein R 1 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are hydrogen; R 2 and R 3 are ethyl; and A l is carbon.

Assignments (3)
CONFIRMATORY LICENSE Recorded Mar 18, 2021
From: BOSTON CHILDREN'S HOSPITAL
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 055637/0140 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 7, 2015
From: PACKARD, ALAN B; HEINRICH, TOBIAS K; TREVES, S. TED; GOTTUMUKKALA, VIJAY
To: CHILDREN'S MEDICAL CENTER CORPORATION
Reel/Frame 036275/0852 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2009
From: PACKARD, ALAN B.; GOTTUMUKKALA, VIJAY; HEINRICH, TOBIAS K.; TREVES, S. TED
To: CHILDREN'S MEDICAL CENTER CORPORATION
Reel/Frame 022914/0982 →
Continuity (3)
Continuation In Part PCTUS2008065300 · May 30, 2008
Provisional Application 60932308 · May 30, 2007
Related Publication 20090257953A1 · Oct 15, 2009