Version of FDG detectable by single-photon emission computed tomography
View Patent ↗A compound comprising a metal chelate linked to a hexose carrier for use as a metallopharmaceutical diagnostic or therapeutic agent is provided. The compound is suitable for imaging by single-photon emission computed tomography, computer assisted tomography, magnetic resonance spectroscopy, magnetic resonance imaging, positron emission tomography, fluorescence imaging or x-ray.
1. A metallopharmaceutical glucose, mannose, or galactose derivative compound of the formula:
wherein:
R 1 , R 2 , R 3 , and R 4 are independently hydrogen, hydroxyl, halogen, alkyl, carboxyl, or haloalkyl;
R 5 is a metal containing moiety of formula —R 6 —R 7 R 8 in which R 6 is a linker, R 7 comprises a metal coordinating moiety, and R 8 comprises one or more metal ions,
wherein R 6 is
and
R 7 is 1,4,7,10-tetraazacyclododecane-N,N′,N″,N′″-tetraacetic acid (DOTA), diethylenetriaminepentaacetic anhydride (DTPA), or iminodiacetic acid (IDA).
2. The compound of claim 1 , wherein R 6 is —NH—.
3. The compound of claim 1 , wherein R 1 , R 2 , R 3 , and R 4 are hydroxyl.
4. The compound of claim 1 , wherein the compound comprises glucose.
5. The compound of claim 1 , wherein R 8 is Lutetium, 177 Lutetium, Yttrium, 86 Yttrium, 90 Yttrium, Indium, 111 Indium, 113m Indium, Technetium, 98 Technetium, 99m Technetium, Rhenium, 186 Rhenium, 188 Rhenium, Gallium, 67 Gallium, 68 Gallium, Copper, 62 Copper, 64 Copper, 67 Copper, Gadolinium, 153 Gadolinium, Dysprosium, 165 Dysprosium, 166 Dysprosium, Holmium, 166 Holmium, Europium, 169 Europium, Samarium, 153 Samarium, Palladium, 103 Palladium, Promethium, 149 Promethium, Thulium, 170 Thulium, Bismuth, 212 Bismuth, Arsenic, or 211 Arsenic.
6. The compound of claim 1 , wherein R 8 is 177 Lutetium, 86 Yttrium, 90 Yttrium, 111 Indium, 113m Indium, 98 Technetium, 99m Technetium, 186 Rhenium, or 188 Rhenium.
7. The compound of claim 4 , wherein R 1 , R 2 , R 3 , and R 4 are hydroxyl.
8. The compound of claim 7 , wherein R 6 is —NH—.
9. The compound of claim 8 , wherein R 8 is 177 Lutetium, 86 Yttrium, 90 Yttrium, 111 Indium, 113m Indium, 98 Technetium, 99m Technetium, 186 Rhenium, or 188 Rhenium.
10. The compound of claim 8 , wherein R 8 is 111 Indium.
11. A pharmaceutical formulation comprising the compound of claim 1 , wherein the formulation is suitable for administration as an imaging enhancing agent and the compound is present in an amount sufficient to enhance a single-photon emission computed tomography (SPECT) image, a computer assisted tomography (CAT) image, a magnetic resonance spectroscopy (MRS) image, a magnetic resonance imaging (MRI) image, a positron emission tomography (PET) image, a fluorescence image (FI), or an x-ray (XR) image.
12. The formulation of claim 11 , wherein from about 1 microgram to about 50 micrograms of the compound are present.