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Details for Patent: 5,817,776

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Details for Patent: 5,817,776

Title: Amino acid analogs for tumor imaging
Abstract:The invention provides novel amino acid compounds of use in detecting and evaluating brain and body tumors. These compounds combine the advantageous properties of 1-amino-cycloalkyl-1-carboxylic acids, namely, their rapid uptake and prolonged retention in tumors with the properties of halogen substituents, including certain useful halogen isotopes including fluorine-18, iodine-123, iodine-125, iodine-131, bromine-75, bromine-76, bromine-77 and bromine-82. In one aspect, the invention features amino acid compounds that have a high specificity for target sites when administered to a subject in vivo. Preferred amino acid compounds show a target to non-target ratio of at least 5:1, are stable in vivo and substantially localized to target within 1 hour after administration. An especially preferred amino acid compound is [.sup.18 F]-1-amino-3-fluorocyclobutane-1-carboxylic acid (FACBC). In another aspect, the invention features pharmaceutical compositions comprised of an .alpha.-amino acid moiety attached to either a four, five, or a six member carbon-chain ring. In addition, the invention features analogs of .alpha.-aminoisobutyric acid.
Inventor(s): Goodman; Mark M. (Atlanta, GA), Shoup; Timothy (Decatur, GA)
Assignee: Emory University (Atlanta, GA)
Filing Date:Nov 08, 1996
Application Number:08/744,444
Claims:1. An amino acid analog having the general structure

where R is ##STR24## where a is 1, 2 or 3 b is 0, 1 or 2

x is 0 or 1

y is 1 or 2

z is 1,2,3 or 4 and z>y if y is 2,

q is 1 or 0

Z is ##STR25##

2. A compound according to claim 1 wherein Z is ##STR26##

3. A compound according to claim 2 wherein a is 1, 2 or 3 and b is 0.

4. A compound according to claim 2 wherein a is 1, 2 or 3 and b is 1.

5. A compound according to claim 2 wherein a is 1, 2 or 3 and b is 2.

6. A compound according to claim 2 wherein Z is ##STR27##

7. A compound according to claim 6 wherein a is 1, 2, or 3 and b is 0.

8. A compound according to claim 6 wherein a is 1, 2 or 3 and b is 1.

9. A compound according to claim 6 wherein a is 1, 2 or 3 and b is 2.

10. A compound according to claim 2 wherein Z is ##STR28##

11. A compound according to claim 10 wherein a is 1, 2, or 3 and b is 0.

12. A compound according to claim 10 wherein a is 1, 2, or 3 and b is 1.

13. A compound according to claim 10 wherein a is 1, 2, or 3 and b is 2.

14. A method of in situ tumor imaging by single photon emission tomography comprising:

administering to a subject suspected of having a tumor an image-generating amount of a compound according to claim 1, and

measuring the distribution of the compound in the subject by single photon emission tomography.
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