US 12,453,776 B2
Lipids and compositions for the delivery of therapeutics
Muthiah Manoharan, Cambridge, MA (US); Muthusamy Jayaraman, Cambridge, MA (US); Kallanthottathil G. Rajeev, Cambridge, MA (US); Laxman Eltepu, Cambridge, MA (US); Steven Ansell, Cambridge, MA (US); and Jianxin Chen, Cambridge, MA (US)
Assigned to ARBUTUS BIOPHARMA CORPORATION, Vancouver (CA)
Filed by ARBUTUS BIOPHARMA CORPORATION, Vancouver (CA)
Filed on Jun. 6, 2024, as Appl. No. 18/736,363.
Application 18/736,363 is a continuation of application No. 18/194,540, filed on Mar. 31, 2023, granted, now 12,042,541.
Application 18/194,540 is a continuation of application No. 17/357,122, filed on Jun. 24, 2021, granted, now 11,712,476, issued on Aug. 1, 2023.
Application 17/357,122 is a continuation of application No. 15/617,520, filed on Jun. 8, 2017, granted, now 11,077,197, issued on Aug. 3, 2021.
Application 15/617,520 is a continuation of application No. 14/884,489, filed on Oct. 15, 2015, granted, now 9,707,292, issued on Jul. 18, 2017.
Application 14/884,489 is a continuation of application No. 13/128,283, granted, now 9,186,325, issued on Nov. 17, 2015, previously published as PCT/US2009/063927, filed on Nov. 10, 2009.
Claims priority of provisional application 61/234,098, filed on Aug. 14, 2009.
Claims priority of provisional application 61/225,898, filed on Jul. 15, 2009.
Claims priority of provisional application 61/185,438, filed on Jun. 9, 2009.
Claims priority of provisional application 61/171,439, filed on Apr. 21, 2009.
Claims priority of provisional application 61/154,350, filed on Feb. 20, 2009.
Claims priority of provisional application 61/113,179, filed on Nov. 10, 2008.
Prior Publication US 2024/0424105 A1, Dec. 26, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 47/44 (2017.01); A61K 9/1272 (2025.01); A61K 31/7088 (2006.01); A61K 31/713 (2006.01); A61K 39/00 (2006.01); A61K 39/39 (2006.01); A61K 47/10 (2017.01); A61K 47/18 (2017.01); A61K 47/20 (2006.01); A61K 47/28 (2006.01); C07C 229/08 (2006.01); C07C 229/30 (2006.01); C07C 237/16 (2006.01); C07C 251/38 (2006.01); C07C 251/78 (2006.01); C07C 271/12 (2006.01); C07C 271/20 (2006.01); C07C 323/25 (2006.01); C07D 203/10 (2006.01); C07D 317/28 (2006.01); C07D 317/44 (2006.01); C07D 317/46 (2006.01); C07D 317/72 (2006.01); C07D 319/06 (2006.01); C07D 405/12 (2006.01); C07D 491/056 (2006.01); C07D 491/113 (2006.01); C12N 15/11 (2006.01); C12N 15/113 (2010.01)
CPC A61K 47/44 (2013.01) [A61K 9/1272 (2013.01); A61K 31/7088 (2013.01); A61K 31/713 (2013.01); A61K 39/00 (2013.01); A61K 39/39 (2013.01); A61K 47/10 (2013.01); A61K 47/18 (2013.01); A61K 47/20 (2013.01); A61K 47/28 (2013.01); C07C 229/08 (2013.01); C07C 229/30 (2013.01); C07C 237/16 (2013.01); C07C 251/38 (2013.01); C07C 251/78 (2013.01); C07C 271/12 (2013.01); C07C 271/20 (2013.01); C07C 323/25 (2013.01); C07D 203/10 (2013.01); C07D 317/28 (2013.01); C07D 317/44 (2013.01); C07D 317/46 (2013.01); C07D 317/72 (2013.01); C07D 319/06 (2013.01); C07D 405/12 (2013.01); C07D 491/056 (2013.01); C07D 491/113 (2013.01); C12N 15/111 (2013.01); C12N 15/113 (2013.01); A61K 2039/55555 (2013.01); A61K 2039/55561 (2013.01); C12N 2310/14 (2013.01); C12N 2310/3515 (2013.01); C12N 2320/32 (2013.01); Y02A 50/30 (2018.01)] 46 Claims
 
1. A cationic lipid having the structure

OG Complex Work Unit Chemistry
or a salt or isomer thereof,
wherein
E is C (O) O or OC (O);
R1 and R2 and Rx are each independently for each occurrence H, optionally substituted C1-C10 alkyl, or optionally substituted C10-C30 acyl, provided that at least one of R1, R2 and Rx is not H;
R3 is di(alkyl) aminoalkyl substituted with one or more halo, alkyl, alkenyl, alkylthio, alkoxy, alkoxycarbonyl, amino, alkylamino, and hydroxy, wherein alkoxy is optionally substituted with one or more alkyl and oxo; and
n is 0, 1, 2, or 3.