US 12,391,705 B2
Compounds that interact with the Ras superfamily for the treatment of cancers, inflammatory diseases, rasopathies, and fibrotic disease
Yaron R. Hadari, Harrison, NY (US); Michael Schmertzler, St. Petersburg, FL (US); Theresa M. Williams, Harleysville, PA (US); Luca Carta, Scarsdale, NY (US); Rebecca Hutcheson, Stamford, CT (US); and Charles H. Reynolds, Austin, TX (US)
Assigned to SHY Therapeutics, LLC, Harrison, NY (US)
Appl. No. 17/414,565
Filed by SHY Therapeutics, LLC, Harrison, NY (US)
PCT Filed Dec. 18, 2019, PCT No. PCT/US2019/067179
§ 371(c)(1), (2) Date Jun. 16, 2021,
PCT Pub. No. WO2020/132071, PCT Pub. Date Jun. 25, 2020.
Claims priority of provisional application 62/782,189, filed on Dec. 19, 2018.
Prior Publication US 2023/0078755 A1, Mar. 16, 2023
Int. Cl. C07D 495/04 (2006.01); A61P 35/00 (2006.01); C07D 401/04 (2006.01); C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 403/14 (2006.01); C07D 519/00 (2006.01)
CPC C07D 495/04 (2013.01) [A61P 35/00 (2018.01); C07D 401/04 (2013.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 403/14 (2013.01); C07D 519/00 (2013.01)] 27 Claims
 
1. A compound of Formula IIIA, IIIA1, IIIA2, IIIB, IIIC, IIID, IIIE or IIIF:

OG Complex Work Unit Chemistry
wherein:
—NR9R10 is

OG Complex Work Unit Chemistry
R11 is

OG Complex Work Unit Chemistry
 or Br; and
R12 is phenyl;

OG Complex Work Unit Chemistry
wherein:
—NR9A1R10A1 is

OG Complex Work Unit Chemistry
R11A1 is

OG Complex Work Unit Chemistry
 or Br; and
R12A1 is phenyl;

OG Complex Work Unit Chemistry
wherein:
—NR9A2R10A2 is

OG Complex Work Unit Chemistry
R11A2 is

OG Complex Work Unit Chemistry
 and
R12A2 is

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
wherein:
—NR13R14 is

OG Complex Work Unit Chemistry
R15 is

OG Complex Work Unit Chemistry
 and
R16 is

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
wherein:
—NR17R18 is

OG Complex Work Unit Chemistry
R19 is

OG Complex Work Unit Chemistry
R20 is phenyl; and
R21 is hydrogen or methyl;

OG Complex Work Unit Chemistry
wherein:
—NR22R23 is

OG Complex Work Unit Chemistry
R24 is

OG Complex Work Unit Chemistry
R25 is methyl; and
R26 is hydrogen or methyl;

OG Complex Work Unit Chemistry
wherein:
NR27R28 is

OG Complex Work Unit Chemistry
R29 is hydrogen;
R30 is hydrogen; and
R31 is

OG Complex Work Unit Chemistry
 or

OG Complex Work Unit Chemistry
wherein:
—NR32R33 is

OG Complex Work Unit Chemistry
—NR34R35 is

OG Complex Work Unit Chemistry
 and
R36 is phenyl;
or a pharmaceutically acceptable salt thereof.