US 12,036,291 B2
Probes for imaging huntingtin protein
Celia Dominguez, Los Angeles, CA (US); John Wityak, Carlsbad, CA (US); Jonathan Bard, New York, NY (US); Christopher John Brown, Abingdon (GB); Thomas Martin Krülle, Oxford (GB); Daniel Clark-Frew, Wantage (GB); and Sarah Hayes, Oxfordshire (GB)
Assigned to CHDI Foundation, Inc., New York, NY (US)
Filed by CHDI Foundation, Inc., New York, NY (US)
Filed on Jun. 21, 2021, as Appl. No. 17/353,611.
Application 17/353,611 is a continuation of application No. 15/507,214, granted, now 11,071,793, previously published as PCT/US2015/047396, filed on Aug. 28, 2015.
Claims priority of provisional application 62/043,644, filed on Aug. 29, 2014.
Prior Publication US 2021/0379211 A1, Dec. 9, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 51/04 (2006.01); C07D 401/04 (2006.01); C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 487/04 (2006.01); C07D 513/04 (2006.01); C07D 513/14 (2006.01)
CPC A61K 51/0455 (2013.01) [C07D 401/04 (2013.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 487/04 (2013.01); C07D 513/04 (2013.01); C07D 513/14 (2013.01); C07B 2200/05 (2013.01)] 11 Claims
 
1. A compound of Formula:

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof, wherein
Z1, Z2, Z3, and Z4 are independently chosen from C, CH, and N, provided that one of Z1, Z2, Z3, and Z4 is C and at least one of Z1, Z2, Z3, and Z4 is CH;
R1 is chosen from 5-cyano-pyrimidin-4-yl, pyridin-4-yl, 5-bromo-1,2-dihydropyridin-2-one-3-yl, 3-acetamido-pyridin-4-yl, 2-acetamido-pyridin-6-yl, 3-cyano-pyridin-4-yl, 3-cyano-pyridin-6-yl, 3-bromo-pyridin-4-yl, 3-bromo-pyridin-2-yl, 3-cyano-pyridin-2-yl, 3-fluoro-pyridin-4-yl, 2-cyano-pyridin-4-yl, 4-cyano-pyridin-3-yl, 3-ethynyl-pyridin-4-yl, or 2,3-dihydropyridazin-3-one-6-yl optionally substituted with lower alkyl;
L1 is O;
L2 is (CH2)m where m is 0, 1, or 2;
R2 is chosen from hydrogen, aryl, aryl substituted with hydroxyl or lower alkoxy, heteroaryl, and heteroaryl substituted with hydroxyl or lower alkoxy;
R5 is oxo; and
n is 0 or 1.