US 12,343,339 B2
Bisaminoquinolines and bisaminoacridines compounds and methods of their use
Jeffrey Winkler, Wynnewood, PA (US); and Ravi K. Amaravadi, Media, PA (US)
Assigned to THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA, Philadelphia, PA (US)
Appl. No. 17/613,648
Filed by THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA, Philadelphia, PA (US)
PCT Filed May 24, 2020, PCT No. PCT/US2020/034446
§ 371(c)(1), (2) Date Nov. 23, 2021,
PCT Pub. No. WO2020/243037, PCT Pub. Date Dec. 3, 2020.
Claims priority of provisional application 62/852,693, filed on May 24, 2019.
Prior Publication US 2022/0241267 A1, Aug. 4, 2022
Int. Cl. A61K 31/473 (2006.01); A61K 31/4706 (2006.01); A61P 35/00 (2006.01); C07D 215/42 (2006.01); C07D 219/10 (2006.01)
CPC A61K 31/473 (2013.01) [A61K 31/4706 (2013.01); A61P 35/00 (2018.01); C07D 215/42 (2013.01); C07D 219/10 (2013.01)] 24 Claims
 
1. A compound of formula I, II, or III:

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof,
wherein
A is

OG Complex Work Unit Chemistry
wherein X is F, Cl, or Br and R is H, C1-6alkyl, or —C(O)C1-6alkyl;
B is

OG Complex Work Unit Chemistry
wherein X′ is F, Cl, or Br and R′ is H, C1-6alkyl, or —C(O)C1-6alkyl;
R1 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroaryl;
R2 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroaryl;
R3 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroaryl;
R4 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroaryl;
R5 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroaryl;
R6 is H, C1-6alkyl, —C(O)C1-6alkyl, alkaryl, or alkheteroalkyl;
n is 1, 2, 3, 4, or 5;
m is 1, 2, 3, 4, or 5;
j is 1, 2, 3, 4, or 5; and
k is 1, 2, 3, 4, or 5.