IP Library Granted Patent US 7,534,418
Granted Patent B2
US 7,534,418 · App. 11/009,923 · Granted May 19, 2009

Imaging agents

Assignee: The Regents of the University of Michigan
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Quick Facts
Patent No.
US 7,534,418
App. No.
11/009,923
Granted
May 19, 2009
Kind
B2
Abstract

The present invention provides novel compounds that find use as imaging agents within nuclear medicine applications (e.g., PET imaging and SPECT imaging). The present invention also provides imaging compositions for use within nuclear medicine applications. Additionally, the present invention provides methods of imaging.

Claims (88)

1. A composition comprising a radio-labeled compound, wherein said radio-labeled compound is selected from the group consisting of

[ 11 C](−)-β-hydroxyphenethylguanidine,

[ 11 C]para-methoxy-phenethylguanidine,

[ 11 C]meta-hydroxyphenethylguanidine,

[ 11 C]para-hydroxyphenethylguanidine,

[ 11 C]3,4dihydroxyphenethylguanidine,

N-[ 11 C]guanyl-meta-octopamine,

N-[ 11 C]guanyl-norepinephrine,

N-[ 11 C]guanyl-(−)-metaraminol,

[ 14 C](−)-β-hydroxyphenethylguanidine,

[ 14 C]para-methoxy-phenethylguanidine,

[ 14 C]meta-hydroxyphenethylguanidine,

[ 14 C]para-hydroxyphenethylguanidine,

[ 14 C]3,4-dihydroxyphenethylguanidine,

N-[ 14 C]guanyl-meta-octopamine,

N-[ 14 C]guanyl-norepinephrine,

N-[ 14 C]guanyl-(−)-metaraminol,

meta-[ 18 F]fluorophenethylguanidine,

para-[ 18 F]fluorophenethylguanidine,

ortho-[ 18 F]fluorophenethylguanidine,

para-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

ortho-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

para-hydroxy-meta-[ 123 I]iodo-phenethylguanidine,

para-hydroxy-meta-[ 124 I]iodo-phenethylguanidine, and

para-hydroxy-meta-[ 131 I]iodo-phenethylguanidine.

2. A radio-labeled compound comprising the following structure:

wherein said radio-labeled compound is selected from the group consisting of a [ 11 C] radio-labeled compound, a [ 14 C] radio-labeled compound, a [ 18 F] radio-labeled compound, a [ 211 At] radio-labeled compound, a [ 76 BR] radio-labeled compound, a [ 131 I] radio-labeled compound, a [ 124 I] radio-labeled compound, and a [ 123 I] radio-labeled compound, wherein R1, R2, R3, R4 and R5 are the same or different and are selected from the group consisting of H, halogen, hydroxyl, guanyl, methoxy, methyl, amino, and nitro, wherein R6 is selected from the group consisting of H and hydroxyl, wherein at least one of R2, R3, R4 and R6 is hydroxyl, and wherein R7 is H or CH 3 .

3. The compound of claim 2 , wherein said radio-labeled compound is selected from the group consisting of

[ 11 C](−)-β-hydroxyphenethylguanidine,

[ 11 C]meta-hydroxyphenethylguanidine,

[ 11 C]para-hydroxyphenethylguanidine,

[ 11 C]3,4-dihydroxyphenethylguanidine,

N-[ 11 C]guanyl-meta-octopamine,

N-[ 11 C]guanyl-norepinephrine,

N-[ 11 C]guanyl-(−)-metaraminol,

[ 14 C](−)-β-hydroxyphenethylguanidine,

[ 14 C]meta-hydroxyphenethylguanidine,

[ 14 C]para-hydroxyphenethylguanidine,

[ 14 C]3,4-dihydroxyphenethylguanidine,

N-[ 14 C]guanyl-meta-octopamine,

N-[ 14 C]guanyl-norepinephrine,

N-[ 11 C]guanyl-(−)-metaraminol,

para-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

ortho-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

para-hydroxy-meta-[ 123 I]iodo-phenethylguanidine,

para-hydroxy-meta-[ 124 I]iodo-phenethylguanidine, and

para-hydroxy-meta-[ 131 I]iodo-phenethylguanidine.

4. An imaging composition comprising the radio-labeled compound described in claim 2 .

5. A method of imaging an organ comprising:

(a) applying a composition to a subject, wherein said composition comprises a radio-labeled compound selected from the group consisting of:

1) a compound described by Formula A, wherein Formula A is represented by:

wherein said compound is selected from the group consisting of a [ 11 C] radio-labeled compound, a [ 18 F] radio-labeled compound, a [ 211 At] radio-labeled compound, a [ 76 BR] radio-labeled compound, a [ 131 I] radio-labeled compound, a [ 124 I] radio-labeled compound, and a [ 123 I] radio-labeled compound, wherein R1, R2, R3, R4 and R5 are the same or different and are selected from the group consisting of H, halogen, hydroxyl, guanyl, methoxy, methyl, amino, and nitro, wherein R6 is selected from the group consisting of H and hydroxyl, wherein at least one of R2, R3, R4 and R6 is hydroxyl, and wherein R7 is H or CH 3 ; and

2) a compound selected from the group consisting of:

[ 11 C](−)-β-hydroxyphenethylguanidine,

[ 11 C]para-methoxy-phenethylguanidine,

[ 11 C]meta-hydroxyphenethylguanidine,

[ 11 C]para-hydroxyphenethylguanidine,

[ 11 C]3,4-dihydroxyphenethylguanidine,

N-[ 11 C]guanyl-meta-octopamine,

N-[ 11 C]guanyl-norepinephrine,

N-[ 11 C]guanyl-(−)-metaraminol,

meta-[ 18 F]fluorophenethylguanidine,

para-[ 18 F]fluorophenethylguanidine,

ortho-[ 18 F]fluorophenethylguanidine,

para-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

ortho-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

para-hydroxy-meta-[ 123 I]iodo-phenethylguanidine,

para-hydroxy-meta-[ 124 I]iodo-phenethylguanidine, and

para-hydroxy-meta-[ 131 I]iodo-phenethylguanidine, and

(b) detecting gamma radiation emitted by said composition and forming an image therefrom.

6. The method of claim 5 , wherein said organ is selected from the group consisting of the heart, adrenal medulla, and tumors of the adrenal medulla.

7. The method of claim 5 , wherein said imaging is PET imaging.

8. The method of claim 5 , wherein said imaging is SPECT imaging.

9. The method of claim 5 , wherein said compound described by Formula A is selected from the group consisting of

[ 11 C](−)-β-hydroxyphenethylguanidine,

[ 11 C]meta-hydroxyphenethylguanidine,

[ 11 C]para-hydroxyphenethylguanidine,

[ 11 C]3,4-dihydroxyphenethylguanidine,

N-[ 11 C]guanyl-meta-octopamine,

N-[ 11 C]guanyl-norepinephrine,

N-[ 11 C]guanyl-(−)-metaraminol,

para-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

ortho-[ 18 F]fluoro-meta-hydroxy-phenethylguanidine,

para-hydroxy-meta-[ 123 I]iodo-phenethylguanidine

para-hydroxy-meta-[ 124 I]iodo-phenethylguanidine, and

para-hydroxy-meta-[ 131 I]iodo-phenethylguanidine.

10. An imaging composition comprising the radio-labeled compound described in claim 1 .

11. The method of claim 5 , wherein said imaging is obtained with a gamma camera.

Assignments (2)
CONFIRMATORY LICENSE Recorded Sep 23, 2008
From: UNIVERSITY OF MICHIGAN
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 021572/0795 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2005
From: RAFFEL, DAVID M.; JUNG, YONG-WOON; GILDERSLEEVE, DAVID L.
To: REGENTS OF THE UNIVERSITY OF MICHIGAN, THE
Reel/Frame 016681/0342 →
Continuity (1)
Related Publication 20060127309A1 · Jun 15, 2006