US 11,992,535 B2
Compounds and probes for imaging huntingtin protein
Longbin Liu, Thousand Oaks, CA (US); Matthew Lee, San Diego, CA (US); Celia Dominguez, Los Angeles, CA (US); Peter David Johnson, Oxfordshire (GB); Christopher John Brown, Abingdon (GB); Sarah Hayes, Oxfordshire (GB); Adrian Kotey, Didcot (GB); Matthew Robert Mills, Wantage (GB); and Michael Edward Prime, Abingdon (GB)
Assigned to CHDI Foundation, Inc., New York, NY (US)
Filed by CHDI Foundation, Inc., New York, NY (US)
Filed on Dec. 17, 2020, as Appl. No. 17/125,905.
Claims priority of provisional application 62/950,020, filed on Dec. 18, 2019.
Prior Publication US 2021/0236663 A1, Aug. 5, 2021
Int. Cl. A61K 51/04 (2006.01); C07B 59/00 (2006.01); C07D 401/06 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 413/14 (2006.01); C07D 471/04 (2006.01); C07D 487/04 (2006.01); C07D 491/107 (2006.01)
CPC A61K 51/0455 (2013.01) [A61K 51/0459 (2013.01); A61K 51/0468 (2013.01); C07B 59/00 (2013.01); C07D 401/06 (2013.01); C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 413/14 (2013.01); C07D 471/04 (2013.01); C07D 487/04 (2013.01); C07D 491/107 (2013.01); C07B 2200/05 (2013.01)] 39 Claims
 
1. A compound of Formula (I):

OG Complex Work Unit Chemistry
or an isotopically labeled analog, pharmaceutically acceptable salt, solvate, stereoisomer, or mixture of stereoisomers thereof,
wherein:
Z1 and Z2 are each independently CH, or one of Z1 and Z2 is N and the other is CH;
Z3 is N or CH;
L1 is —O—C1-4 alkylene;
one of X1 and X2 is N-L2-R2 and the other is CH2;
X3 is CH2 or —O—CH2—;
L2 is —C(═O)—;
R1 is heteroaryl optionally substituted with one or two substituents independently selected from hydroxy, alkyl, alkoxy, haloalkoxy, and —N(R4)2;
R2 is aryl, heteroaryl, heterocycloalkyl, or heterocycloalkenyl, each of which is substituted with one or two substituents independently selected from halogen, haloalkyl, hydroxy, alkyl, alkoxy, haloalkoxy, heteroaryl, and —N(R4)2;
wherein when R2 is substituted with alkyl, the alkyl is optionally substituted with alkenyl or alkoxy;
wherein when R2 is substituted with alkoxy, the alkoxy is optionally substituted with alkenyl or alkoxy;
p is 0, 1, or 2;
each R3 is independently C1-4 alkyl; and
each R4 is independently H or C1-4alkyl.