IP Library Granted Patent US 8,450,298
Granted Patent B2
US 8,450,298 · App. 12/716,732 · Granted May 28, 2013

Aminoalcohol lipidoids and uses thereof

Inventors: Kerry Peter Mahon (Cambridge, MA); Kevin Thomas Love (Cambridge, MA); Christopher G. Levins (Somerville, MA); Kathryn Ann Whitehead (Somerville, MA); Robert S. Langer (Newton, MA); Daniel Griffith Anderson (Sudbury, MA)
Assignee: Massachusetts Institute of Technology
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Quick Facts
Patent No.
US 8,450,298
App. No.
12/716,732
Granted
May 28, 2013
Kind
B2
Abstract

Aminoalcohol lipidoids are prepared by reacting an amine with an epoxide-terminated compound are described. Methods of preparing aminoalcohol lipidoids from commercially available starting materials are also provided. Aminoalcohol lipidoids may be prepared from racemic or stereochemically pure epoxides. Aminoalcohol lipidoids or salts forms thereof are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these aminoalcohol lipidoid compounds, they are particularly suited for the delivery of polynucleotides. Complexes, micelles, liposomes or particles containing the inventive lipidoids and polynucleotide have been prepared. The inventive lipidoids may also be used in preparing microparticles for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.

Claims (16)

1. A compound of formula:

wherein:

p is an integer between 1 and 3, inclusive;

m is an integer between 1 and 3, inclusive;

R A is

and

R F is

2. A compound of the formula:

3. The compound of claim 2 , wherein each

4. The compound of claim 2 , wherein each

5. A compound of the formula:

6. A mixture comprising

7. A compound of the formula:

wherein R 5 is selected from the group consisting of:

8. A compound of the formula:

wherein R 5 is selected from the group consisting of:

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2010
From: MAHON, KERRY P.; LOVE, KEVIN THOMAS; LEVINS, CHRISTOPHER G.; WHITEHEAD, KATHRYN ANN; LANGER, ROBERT S.; ANDERSON, DANIEL G.
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 024503/0217 →
CONFIRMATORY LICENSE Recorded May 3, 2010
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 024322/0804 →
Continuity (4)
Continuation 12613968 · Nov 6, 2009
Provisional Application 61112414 · Nov 7, 2008
Provisional Application 61166518 · Apr 3, 2009
Related Publication 20100331234A1 · Dec 30, 2010