US 12,246,021 B2
Compounds for uses in pharmacological induction of HBF for treatment of sickle cell disease and ß-thalassemia
Weir-Torn Jiaang, Miaoli County (TW); and Che-Kun James Shen, Taipei (TW)
Assigned to Academia Sinica, Taipei (TW); and National Health Research Institutes, Miaoli County (TW)
Appl. No. 17/439,630
Filed by Academia Sinica, Taipei (TW); and National Health Research Institutes, Miaoli County (TW)
PCT Filed Mar. 25, 2020, PCT No. PCT/US2020/024727
§ 371(c)(1), (2) Date Sep. 15, 2021,
PCT Pub. No. WO2020/198367, PCT Pub. Date Oct. 1, 2020.
Claims priority of provisional application 62/823,990, filed on Mar. 26, 2019.
Prior Publication US 2022/0152036 A1, May 19, 2022
Int. Cl. A61K 31/52 (2006.01); A61K 31/5377 (2006.01); A61P 7/06 (2006.01); C07D 473/16 (2006.01); C07D 473/18 (2006.01)
CPC A61K 31/52 (2013.01) [A61K 31/5377 (2013.01); A61P 7/06 (2018.01); C07D 473/16 (2013.01); C07D 473/18 (2013.01)] 32 Claims
OG exemplary drawing
 
1. A compound of Formula (I):

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof, wherein:
each instance of R1 is independently halogen, —C(═O) (alkyl); alkyl optionally substituted with halogen, unsubstituted alkenyl, unsubstituted alkynyl, or a nitrogen protecting group when attached to a nitrogen atom;
R2 is hydrogen, unsubstituted alkyl, or a nitrogen protecting group;
each instance of R3 is independently halogen, optionally substituted acyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, —CN, —ORD1, —N(RD1a)2, or —SRD1;
R4 is hydrogen, unsubstituted alkyl, or a nitrogen protecting group;
each instance of R5 is independently halogen, optionally substituted acyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, —CN, —ORD1, —N(RD1a)2, or —SRD1,
RD1 is hydrogen, optionally substituted acyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, an oxygen protecting group when attached to an oxygen atom, or a sulfur protecting group when attached to a sulfur atom;
each occurrence of RD1a is hydrogen, optionally substituted acyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, or a nitrogen protecting group; or optionally two instances of RD1a are taken together with their intervening atoms to form a substituted or unsubstituted heterocyclic or substituted or unsubstituted heteroaryl ring;
Y is —O— or —N(R6)—;
R6 is hydrogen, optionally substituted alkyl, or a nitrogen protecting group;
p is 0, 1, 2, 3, 4, or 5;
m is 0, 1, or 2;
n is 0, 1, 2, 3, or 4; and
x is 0, 1, or 2.