US 11,945,808 B2
Substituted cyclohexyl compounds as NOP inhibitors
Jillian Basinger Thompson, San Diego, CA (US); Brett C. Bookser, San Diego, CA (US); Scott Burley, Oceanside, CA (US); Pablo Garcia-Reynaga, San Diego, CA (US); Andrew Hudson, San Diego, CA (US); Marco Peters, Fallbrook, CA (US); Benjamin Pratt, Encinitas, CA (US); Aaron Thompson, San Diego, CA (US); Joe Tran, San Marcos, CA (US); and Lino Valdez, San Diego, CA (US)
Assigned to Dart Neuroscience, LLC, Dallas, TX (US)
Filed by Dart NeuroScience, LLC, Dallas, TX (US)
Filed on Jun. 15, 2022, as Appl. No. 17/841,570.
Application 17/841,570 is a continuation of application No. 16/976,363, granted, now 11,365,191, previously published as PCT/US2019/019650, filed on Feb. 26, 2019.
Claims priority of provisional application 62/636,730, filed on Feb. 28, 2018.
Prior Publication US 2023/0144411 A1, May 11, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 309/14 (2006.01); A61P 25/28 (2006.01); C07C 211/40 (2006.01); C07C 237/24 (2006.01); C07C 255/46 (2006.01); C07D 207/14 (2006.01); C07D 207/273 (2006.01); C07D 211/58 (2006.01); C07D 211/76 (2006.01); C07D 211/96 (2006.01); C07D 213/38 (2006.01); C07D 401/12 (2006.01); C07D 405/12 (2006.01)
CPC C07D 405/12 (2013.01) [A61P 25/28 (2018.01); C07C 211/40 (2013.01); C07C 237/24 (2013.01); C07C 255/46 (2013.01); C07D 207/14 (2013.01); C07D 207/273 (2013.01); C07D 211/58 (2013.01); C07D 211/76 (2013.01); C07D 211/96 (2013.01); C07D 213/38 (2013.01); C07D 309/14 (2013.01); C07D 401/12 (2013.01); C07C 2601/08 (2017.05); C07C 2601/14 (2017.05); C07C 2601/16 (2017.05)] 20 Claims
 
1. A method of treating a neurological disorder, comprising administering to a patient in need thereof an effective amount of a compound, or a pharmaceutically acceptable salt thereof, selected from the group consisting of:
N-Methyl-4-({2-[(cis)-4-[4-fluoro-2-(trifluoromethyl)phenyl]cyclohexyl]ethyl}amino)oxane-4-carboxamide;
N-Methyl-4-({2-[(trans)-4-[4-fluoro-2-(trifluoromethyl)phenyl]cyclohexyl]ethyl}amino)oxane-4-carboxamide;
4-((2-((cis)-4-(4-fluoro-2-methylphenyl)cyclohexyl)ethyl)amino)tetrahydro-2H-pyran-4-carboxamide;
4-({2-[(cis)-4-(2-Chloro-4-fluorophenyl)cyclohexyl]ethyl}amino)oxane-4-carboxamide; and
4-({2-[(trans)-4-(2-Chloro-4-fluorophenyl)cyclohexyl]ethyl}amino)oxane-4-carboxamide.