US 12,391,657 B2
Small molecules that bind and/or modulate differentforms of tau oligomers
Rakez Kayed, Galveston, TX (US); Filippa Lo Cascio, Sicily (IT); Antonio Palumbo Piccionello, Sicily (IT); and Andrea Pace, Sicily (IT)
Assigned to The Board of Regents of the University of Texas System, Austin, TX (US); and UNIVERSITY OF PALERMO, Palermo (IT)
Appl. No. 17/606,004
Filed by The Board of Regents of the University of Texas System, Austin, TX (US)
PCT Filed Apr. 23, 2020, PCT No. PCT/US2020/029575
§ 371(c)(1), (2) Date Oct. 22, 2021,
PCT Pub. No. WO2020/219714, PCT Pub. Date Oct. 29, 2020.
Claims priority of provisional application 62/837,709, filed on Apr. 23, 2019.
Prior Publication US 2022/0204462 A1, Jun. 30, 2022
Int. Cl. C07D 271/06 (2006.01); C07C 49/255 (2006.01); C07C 69/734 (2006.01); C07C 225/22 (2006.01); C07C 255/37 (2006.01); C07C 255/42 (2006.01)
CPC C07D 271/06 (2013.01) [C07C 49/255 (2013.01); C07C 69/734 (2013.01); C07C 225/22 (2013.01); C07C 255/37 (2013.01); C07C 255/42 (2013.01)] 4 Claims
 
1. A compound of Formula I or a pharmaceutically acceptable salt thereof, wherein:

OG Complex Work Unit Chemistry
R is OH, alkoxy, alkyl, dialkylamino, or —O-alcohol protecting group selected from OMOM or OBn;
R′ is hydrogen, halogen, or alkoxy; and
X is CO—R1 or COCH2Y;
wherein Y is chosen from halogen, OH, OR1, NH2, NHR1, NR1R2, SH, and SR1;
R1 and R2 are independently C1-C10-alkyl; and
wherein each phenyl vinyl double bond moiety bond geometry is independently E or Z configuration.