US RE49,816 E1
Dipeptides as inhibitors of human immunoproteasomes
Gang Lin, Forest Hills, NY (US); Carl Nathan, Larchmont, NY (US); Aihao Ding, Riverdale, NY (US); and Xiaojing Ma, Fort Lee, NJ (US)
Assigned to CORNELL UNIVERSITY, Ithaca, NY (US)
Appl. No. 16/893,086
Filed by CORNELL UNIVERSITY, Ithaca, NY (US)
PCT Filed Jan. 12, 2015, PCT No. PCT/US2015/011022
§ 371(c)(1), (2) Date Jul. 6, 2016,
PCT Pub. No. WO2015/106200, PCT Pub. Date Jul. 16, 2015.
Application 16/893,086 is a reissue of application No. 15/110,000, filed on Jan. 12, 2015, granted, now 9,988,421, issued on Jun. 5, 2018.
Claims priority of provisional application 61/926,062, filed on Jan. 10, 2014.
Int. Cl. C07K 5/072 (2006.01); C07K 5/078 (2006.01); C07K 5/062 (2006.01); C07K 5/097 (2006.01); C07K 5/083 (2006.01); C07K 5/06 (2006.01); C07K 5/068 (2006.01); A61K 38/00 (2006.01)
CPC C07K 5/06104 (2013.01) [C07K 5/0606 (2013.01); C07K 5/06026 (2013.01); C07K 5/06069 (2013.01); C07K 5/06086 (2013.01); C07K 5/06113 (2013.01); C07K 5/06139 (2013.01); C07K 5/06191 (2013.01); C07K 5/0806 (2013.01); C07K 5/0821 (2013.01); A61K 38/00 (2013.01)] 76 Claims
 
[ 24. A compound of Formula (I):

OG Complex Work Unit Chemistry
wherein
R1 is bicyclic aryl optionally substituted 1 time with a substituent selected independently at each occurrence thereof from the group consisting of halogen and C1-6 alkyl;
R2 is selected from the group consisting of C1-6 alkyl, —CH2OC1-6 alkyl, and —CH2Ar, wherein aryl (Ar) can be optionally substituted 1 time with halogen;
R3 is independently selected at each occurrence thereof from the group consisting of —CH2OC1-6 alkyl and —(CH2)mC(O)NHR5;
R4 is selected from the group consisting of —C(O)(CH2)nPh, —SO2Ar, —SO2C1-6 alkyl, —C(O)(CH2)nHet, and —C(O)C(O)Het, wherein aryl (Ar) and heteroaryl (Het) can be optionally substituted 1 time with C1-6 alkyl;
R5 is selected from the group consisting of C1-4 alkyl and —CR8R9;
R8 and R9 are taken together with the carbon to which the are attached to form an oxetane ring;
X is —(CH2)q—,
Y is O;
m is 1 or 2,
n is 0 or 2;
q is 1; and
s is 1. ]