US 11,833,228 B2
Fluorinated beta-hydroxybutyric acids for PET imaging
Stephanie Mattingly, Louisville, KY (US); Frank Wuest, Edmonton (CA); Ralf Schirrmacher, Edmonton (CA); Melinda Wuest, Edmonton (CA); and Eugene Fine, Bronx, NY (US)
Assigned to The Governors Of The University Of Alberta, (CA)
Filed by The Governors of the University of Alberta, Edmonton (CA)
Filed on Aug. 13, 2020, as Appl. No. 16/992,940.
Claims priority of provisional application 62/886,463, filed on Aug. 14, 2019.
Prior Publication US 2021/0046196 A1, Feb. 18, 2021
Int. Cl. A61K 51/04 (2006.01); C07C 53/21 (2006.01); C07B 59/00 (2006.01); A61P 5/00 (2006.01)
CPC A61K 51/0402 (2013.01) [A61P 5/00 (2018.01); C07B 59/001 (2013.01); C07C 53/21 (2013.01); C07B 2200/05 (2013.01)] 13 Claims
 
1. A compound of:
(a) (S)-[18F]γ-fluoro-β-hydroxybutyric acid having the absolute stereochemistry of formula (I):

OG Complex Work Unit Chemistry
wherein the hydroxylated carbon at position 3 has (S) stereochemistry;
or a pharmaceutically acceptable salt, solvate, or hydrate thereof; or
(b) (R)-[18F]γ-fluoro-β-hydroxybutyric acid having the absolute stereochemistry of formula (II):

OG Complex Work Unit Chemistry
wherein the hydroxylated carbon at position 3 has (R) stereochemistry;
or a pharmaceutically acceptable salt, solvate, or hydrate thereof.