US 11,851,441 B2
Anti-cancer agents and preparation thereof
Arun K. Ghosh, West Lafayette, IN (US)
Assigned to Purdue Research Foundation, West Lafayette, IN (US)
Filed by Purdue Research Foundation, West Lafayette, IN (US)
Filed on Nov. 9, 2020, as Appl. No. 17/092,829.
Application 17/092,829 is a continuation of application No. 16/335,378, granted, now 10,858,371, previously published as PCT/US2017/052967, filed on Sep. 22, 2017.
Claims priority of provisional application 62/398,783, filed on Sep. 23, 2016.
Prior Publication US 2021/0395265 A1, Dec. 23, 2021
Int. Cl. C07D 493/10 (2006.01); C07D 309/14 (2006.01); A61K 31/35 (2006.01); A61K 31/357 (2006.01); A61K 31/351 (2006.01); A61K 31/695 (2006.01); A61K 31/4025 (2006.01); A61K 45/06 (2006.01)
CPC C07D 493/10 (2013.01) [A61K 31/35 (2013.01); A61K 31/351 (2013.01); A61K 31/357 (2013.01); A61K 31/4025 (2013.01); A61K 31/695 (2013.01); A61K 45/06 (2013.01); C07D 309/14 (2013.01)] 11 Claims
 
1. A compound of the Formula I, or a pharmaceutically acceptable salt or antibody conjugate thereof:

OG Complex Work Unit Chemistry
wherein
the dashed lines in the ring comprising X1 are double or single bonds;
X1 is selected from the group consisting of CH and N if X1 is doubly bonded to an adjacent carbon atom; or
X1 is selected from the group consisting of O, CH2, and NH if X1 is singly bonded to an adjacent carbon atom;
A is

OG Complex Work Unit Chemistry
wherein:
R1a is H or alkyl;
R5 and R8-R12 are each independently selected from the group consisting of H and alkyl;
R6 and R7, together, form a double bond or a cycloalkyl group; and
R13 is —C(O)R16, wherein R16 is —NR17R18, wherein R17 and R18 together with the nitrogen atom to which they are bound, form a 5- to 6-membered heterocyclic ring.