US 12,458,700 B2
Amine-containing transfection reagents and methods for making and using same
Zhiwei Yang, San Diego, CA (US); Parul Angrish, San Diego, CA (US); Xavier de Mollerat Du Jeu, Encinitas, CA (US); and Kristin Wiederholt, Vista, CA (US)
Assigned to Life Technologies Corporation, Carlsbad, CA (US)
Filed by Life Technologies Corporation, Carlsbad, CA (US)
Filed on Aug. 19, 2022, as Appl. No. 17/821,122.
Application 16/557,967 is a division of application No. 15/844,380, filed on Dec. 15, 2017, granted, now 10,406,237, issued on Sep. 10, 2019.
Application 15/844,380 is a division of application No. 14/340,395, filed on Jul. 24, 2014, granted, now 9,901,642, issued on Feb. 27, 2018.
Application 14/340,395 is a division of application No. 13/297,231, filed on Nov. 15, 2011, abandoned.
Application 17/821,122 is a continuation of application No. 16/557,967, filed on Aug. 30, 2019, granted, now 11,464,863.
Claims priority of provisional application 61/543,242, filed on Oct. 4, 2011.
Claims priority of provisional application 61/438,903, filed on Feb. 2, 2011.
Claims priority of provisional application 61/437,503, filed on Jan. 28, 2011.
Claims priority of provisional application 61/413,905, filed on Nov. 15, 2010.
Prior Publication US 2023/0181742 A1, Jun. 15, 2023
Int. Cl. A61K 47/54 (2017.01); A61K 48/00 (2006.01); C07C 227/06 (2006.01); C07C 229/08 (2006.01); C07D 211/28 (2006.01); C07D 211/58 (2006.01); C12N 15/113 (2010.01); C12N 15/88 (2006.01)
CPC A61K 47/54 (2017.08) [A61K 47/543 (2017.08); A61K 48/0008 (2013.01); C07C 227/06 (2013.01); C07C 229/08 (2013.01); C07D 211/28 (2013.01); C07D 211/58 (2013.01); C12N 15/1137 (2013.01); C12N 15/88 (2013.01); C12N 2310/11 (2013.01); C12N 2310/141 (2013.01)] 21 Claims
 
1. A compound having the general structure I, or pharmaceutically acceptable salts thereof:

OG Complex Work Unit Chemistry
wherein:
each of X1 and X2 is a moiety independently selected from the group consisting of O and NH;
each of Y and Z is C═O;
each of R1 is independently selected from the group consisting of substituted or unsubstituted, branched or unbranched alkyl groups having between 3 and 20 carbon atoms;
each of R2 is independently selected from the group consisting of substituted or unsubstituted, branched or unbranched alkyl groups having between 3 and 20 carbon atoms, or
is hydrogen or absent when m=p=0;
each of R4, R5, R6 and R7 is a moiety independently selected from the group consisting of hydrogen, substituted or unsubstituted, branched or unbranched aliphatic group;
x is 1 or 2;
n is 1 or 3;
m is 0, 1, or 3;
p is an integer independently having the value of 0 or 1;
R3 is selected from:

OG Complex Work Unit Chemistry
wherein
each N* indicates the nitrogen atom N in the above structure I to which-(CR4R5)n—Y-X1-R1 and —(CR6R7)m—(Z—X2)p—R2 are attached, and each H on any * position may be replaced with —(CR4R5)n—Y-X1-R1 or —(CR6R7)m—(Z—X2)p—R2 groups to achieve the attachment to the nitrogen atom when the N* is the nitrogen atom N in structure I.