US 10,889,576 B2
Phthalazinone compounds and methods for the treatment of cystic fibrosis
Bridget M. Cole, Quincy, MA (US)
Assigned to Flatley Discovery Lab, LLC, Charlestown, MA (US)
Filed by FLATLEY DISCOVERY LAB, LLC, Charlestown, MA (US)
Filed on Apr. 30, 2019, as Appl. No. 16/398,680.
Application 16/398,680 is a continuation of application No. 15/615,466, filed on Jun. 6, 2017, granted, now 10,280,160.
Application 15/615,466 is a continuation of application No. 14/599,998, filed on Jan. 19, 2015, granted, now 9,682,969, issued on Jun. 20, 2017.
Application 14/599,998 is a continuation of application No. 14/210,261, filed on Mar. 13, 2014, granted, now 8,937,178, issued on Jan. 20, 2015.
Claims priority of provisional application 61/778,870, filed on Mar. 13, 2013.
Prior Publication US 2019/0256505 A1, Aug. 22, 2019
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 413/12 (2006.01); A61K 31/502 (2006.01); A61P 11/00 (2006.01); A61K 45/06 (2006.01); C07D 413/14 (2006.01); C07D 498/04 (2006.01); A61K 31/38 (2006.01); A61K 31/4245 (2006.01); A61K 31/443 (2006.01); A61K 31/47 (2006.01); A61K 31/5025 (2006.01); A61K 31/506 (2006.01); A61K 31/519 (2006.01); C07D 237/32 (2006.01); C07D 401/04 (2006.01); C07D 401/06 (2006.01); C07D 405/04 (2006.01); C07D 405/12 (2006.01); C07D 405/14 (2006.01); C07D 487/04 (2006.01); A61K 31/5377 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 417/14 (2006.01); C07D 495/14 (2006.01); C07D 519/00 (2006.01)
CPC C07D 413/12 (2013.01) [A61K 31/38 (2013.01); A61K 31/4245 (2013.01); A61K 31/443 (2013.01); A61K 31/47 (2013.01); A61K 31/502 (2013.01); A61K 31/506 (2013.01); A61K 31/5025 (2013.01); A61K 31/519 (2013.01); A61K 31/5377 (2013.01); A61K 45/06 (2013.01); A61P 11/00 (2018.01); C07D 237/32 (2013.01); C07D 401/04 (2013.01); C07D 401/06 (2013.01); C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 405/04 (2013.01); C07D 405/12 (2013.01); C07D 405/14 (2013.01); C07D 413/14 (2013.01); C07D 417/14 (2013.01); C07D 487/04 (2013.01); C07D 495/14 (2013.01); C07D 498/04 (2013.01); C07D 519/00 (2013.01)] 6 Claims
 
1. A compound of Formula IA:

OG Complex Work Unit Drawing
or a pharmaceutically acceptable salt, ester or prodrug thereof;
wherein represents a double bond;
R1 is —C1-C8 alkoxy;
R2 is hydrogen;
R3 is methyl;
R4 is absent;
R5 is selected from C1-C8 alkyl and C3-C6-cycloalkyl;
R6 is halogen; and,
R7 is selected from hydrogen or halogen.