Contrast agents for myocardial perfusion imaging
View Patent ↗The present disclosure is directed, in part, to compounds and methods for imaging myocardial perfusion, comprising administering to a patient a contrast agent which comprises a compound that binds MC-1, and an imaging moiety, and scanning the patient using diagnostic imaging.
1. A method for synthesizing a compound, comprising:
reacting a precursor species having the following structure,
wherein R 3 is C 1-6 alkyl substituted with a hydroxyl group, alkoxy substituted with a hydroxyl group, or alkoxyalkyl substituted with a hydroxyl group, in the presence of p-toluenesulfonyl chloride, to produce a compound having the following structure,
wherein R 4 is C 1-6 alkyl substituted with a tosyl group, alkoxy substituted with a tosyl group, or alkoxyalkyl substituted with a tosyl group.
2. The method of claim 1 , further comprising:
reacting the compound in the presence of a 18 F-containing species to produce a contrast agent comprising 18 F.
3. The method of claim 1 , wherein the precursor species has the following structure,
4. The method of claim 1 , wherein the compound has the following structure,
5. The method of claim 1 , further comprising:
reacting a species having the following structure,
wherein R 2 is C 1-6 alkyl substituted with a protected hydroxyl group, alkoxy substituted with a protected hydroxyl group, or alkoxyalkyl substituted with protected hydroxyl group, the protected hydroxyl group comprising a trialkylsilyl group, in the presence of tetraalkylammonium fluoride, to produce the precursor species.
6. The method of claim 5 , wherein the species has the following structure,
7. The method of claim 5 , further comprising:
reacting, via an etherification reaction, a heterocyclic species having the following structure,
wherein R 1 is chloro or a hydroxyl group, with a substituted phenyl species having the following structure,
wherein R 2 is C 1-6 alkyl substituted with a protected hydroxyl group, alkoxy substituted with a protected hydroxyl group, or alkoxyalkyl substituted with a protected hydroxyl group, the protected hydroxyl group comprising a trialkylsilyl group.
8. The method of claim 7 , wherein the heterocyclic species has the following structure,
9. The method of claim 7 , wherein the substituted phenyl species has the following structure,
10. A method for synthesizing a contrast agent, comprising:
reacting a compound having the following structure,
wherein R 4 is C 1-6 alkyl substituted with a tosyl group, alkoxy substituted with a tosyl group, or alkoxyalkyl substituted with a tosyl group, in the presence of a 18 F-containing species to produce a contrast agent comprising 18 F.
11. A method for synthesizing a contrast agent, comprising:
reacting a precursor compound having the structure:
in the presence of a 18 F-containing species to produce a contrast agent comprising the structure:
12. The method of claim 11 , wherein the precursor compound is formed via reaction of p-toluenesulfonyl chloride with a hydroxyl-containing compound comprising the structure:
13. The method of claim 12 , wherein the hydroxyl-containing compound is formed via reaction of tetraalkylammonium fluoride with a species comprising the structure:
14. The method of claim 13 , wherein the species is formed via reaction with a heterocyclic species comprising the structure:
with a substituted phenyl species comprising the structure: