US 11,833,210 B2
ASH1L inhibitors and methods of treatment therewith
Jolanta Grembecka, Ann Arbor, MI (US); Szymon Klossowski, Ann Arbor, MI (US); Jing Deng, Ann Arbor, MI (US); Tomasz Cierpicki, Ann Arbor, MI (US); Hao Li, Ann Arbor, MI (US); Hongzhi Miao, Ann Arbor, MI (US); Trupta Purohit, Ann Arbor, MI (US); and EunGi Kim, Ann Arbor, MI (US)
Assigned to THE REGENTS OF THE UNIVERSITY OF MICHIGAN, Ann Arbor, MI (US)
Filed by The Regents of the University of Michigan, Ann Arbor, MI (US)
Filed on Oct. 18, 2021, as Appl. No. 17/504,159.
Application 17/504,159 is a continuation of application No. 16/854,527, filed on Apr. 21, 2020, granted, now 11,147,885.
Application 16/854,527 is a continuation of application No. 16/186,018, filed on Nov. 9, 2018, granted, now 10,632,209, issued on Apr. 28, 2020.
Claims priority of provisional application 62/584,473, filed on Nov. 10, 2017.
Prior Publication US 2022/0288217 A1, Sep. 15, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 471/04 (2006.01); A61K 31/4545 (2006.01); A61K 47/64 (2017.01); A61K 9/00 (2006.01); A61K 31/454 (2006.01); A61K 38/45 (2006.01); A61P 35/02 (2006.01); A61K 47/54 (2017.01); A61K 31/404 (2006.01); C07D 209/24 (2006.01)
CPC A61K 47/64 (2017.08) [A61K 9/0019 (2013.01); A61K 9/0053 (2013.01); A61K 31/404 (2013.01); A61K 31/454 (2013.01); A61K 31/4545 (2013.01); A61K 38/45 (2013.01); A61K 47/545 (2017.08); A61K 47/556 (2017.08); A61P 35/02 (2018.01); C07D 209/24 (2013.01); C07D 471/04 (2013.01); C12Y 203/02 (2013.01)] 19 Claims
 
1. A compound comprising the structure of:

OG Complex Work Unit Chemistry
wherein X, when present, is CH or N;
wherein R1 is selected from H, alkyl, substituted alkyl, branched alkyl, a substituted brached alkyl, alkoxy, amine, substituted amine, thioalkyl, ketone, amide, a substituted amide, cyano, sulfonyl, carboxy, dialkylphosphine oxide, a carbocyclic ring, s sustituted carobocyclic ring, an aromatic ring, a substituted aromatic ring, a heterocyclic aromatic ring, a substituted heterocyclic aromatic ring, a substituted or non-substituted heterocyclic non-aromatic ring, carbocyclic or heterocyclic aromatic ring fused to another aromatic ring, a hydrogen bond donor, a hydrogen bond acceptor, and combinations thereof;
wherein R2, R3, R4, R5, and R7, when present, are independently selected from H, halogen, CH3, OH, SH, NH2, CN, CF3, CCl3, —CH2—CH3, —CH2—OH, —CH2NH2, —C(O)NH2, CH3SH, CH2Cl, CH2Br, CH2F, CHF2, CH2CN, CH2CF3, CH2Cl3, alkyl, haloalkyl, and alcohol; and
wherein R6 is selected from H, alkyl, substituted alkyl, hydroxy, alkoxy, amine, substituted amine, alkylamine, substituted alkylamine, thioalkyl, halogen, ketone, amide, substituted amide, alkylamide, substituted alkylamide, cyano, sulfonyl, carboxy, dialkylphosphine oxide, a carbocyclic ring, a substituted carbocyclic ring, an aromatic ring, a substituted aromatic ring, a heterocyclic aromatic ring, a substituted heterocyclic aromatic ring, a substituted or non-substituted heterocyclic non-aromatic ring, carbocyclic or heterocyclic aromatic ring fused to another aromatic ring, a hydrogen bond donor, a hydrogen bond acceptor, and combinations thereof;
or a salt thereof.