| US 7,501,542 B2 | ||
| Highly-packed polycationic ammonium, sulfonium and phosphonium lipids | ||
| Alberto Haces, Gaithersburg, Md. (US); and Valentina C. Ciccarone, Gaithersburg, Md. (US) | ||
| Assigned to Invitrogen Corporation, Carlsbad, Calif. (US) | ||
| Filed on Jan. 21, 2004, as Appl. No. 10/762,914. | ||
| Application 10/762914 is a division of application No. 10/131539, filed on Apr. 23, 2002, granted, now 6,716,882. | ||
| Application 10/131539 is a division of application No. 09/648492, filed on Aug. 25, 2000, granted, now 6,399,663. | ||
| Application 09/648492 is a division of application No. 09/187676, filed on Nov. 06, 1998, granted, now 6,110,916. | ||
| Application 09/187676 is a division of application No. 08/782783, filed on Jan. 13, 1997, granted, now 5,834,439. | ||
| Application 08/782783 is a division of application No. 08/171232, filed on Dec. 20, 1993, granted, now 5,674,908. | ||
| Prior Publication US 2004/0152770 A1, Aug. 05, 2004 | ||
| This patent is subject to a terminal disclaimer. | ||
| Int. Cl. C07C 233/36 (2006.01); C07C 211/62 (2006.01); C07C 291/00 (2006.01); C07C 213/00 (2006.01); C07C 211/00 (2006.01); A61K 31/04 (2006.01); C07C 225/00 (2006.01); C07C 321/00 (2006.01); A01N 33/12 (2006.01) | ||
| U.S. Cl. 564—159 [564/294; 564/295; 564/299; 564/511; 514/642] | 4 Claims |
1. A compound or polycation having the formula:
 x is an integer ranging from 1 to about 20;
l is an integer ranging from 1 to about 6;
r and s, independently of one another, are 0 or 1, wherein when r is 1, the N bonded to R1 and A1 has a positive charge, and when s is 1, the N bonded to R2 and A2 has a positive charge;
RA and RB, independently of one another, are selected from the group consisting of H, or an alkyl, hydroalkyl or thiol-substituted
alkyl group having from 1 to 6 carbon atoms;
R1 and R2, independently of one another, are selected from the group consisting of alkyl groups having 1 to about 6 carbon atoms; and
A1 and A2, independently of other A1 and A2 groups, are selected from the group consisting of a —CH(D-L)2 and a —C(D-L)3 group wherein D is selected from the group consisting of —CO—, —CO2—, —O—C—O—, —CO—N—, —O—CO—N—, —O—, and —S—, and L is selected from the group consisting of:
(a) a straight chain or branched alkyl, alkenyl, or alkynyl group having from 2 to about 22 carbon atoms wherein one or more
non-neighboring —CH2— groups can be replaced with an O or S atom;
(b) a substituted straight chain or branched alkyl, alkenyl, or alkynyl group having from 2 to about 22 carbon atoms wherein
the substituent is an aromatic, alicyclic heterocyclic or polycyclic ring and wherein one or more of the non-neighboring neighboring
—CH2— groups of said alkyl, alkenyl or alkynyl group can be substituted with an O or S atom; and
(c) an aromatic, alicyclic, heterocyclic and a polycyclic ring moiety.
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