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US 9,254,327 B2Granted
Methods and compositions for delivery of active agents
AssigneeAlnylam Pharmaceuticals, Inc.
InventorsMuthiah Manoharan, Kallanthottathil G. Rajeev
Life of this patent
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Abstract
A lipid particle can include a cationic lipid. Synthesis of the cationic lipid can include a ylide-based reaction, such as a Wittig reaction or sulfur ylide reaction. In some cases, the synthesis can also include a Michael addition or a related addition reaction.
Claims20
A compound of formula IA:
- or a salt thereof, wherein
- X and Y are each, independently, alkyl or aryl;
- L1 and L2 are each, independently, alkylene linking units, which may optionally contain one or more double bonds and further may optionally be interrupted by one or more heteroatoms and/or one or more cycloalkylene groups;
- R1 and R2 are each, independently, C10-C30 aliphatic group, each of which may optionally contain one or more double bonds, and may optionally be interrupted by one or more heteroatoms and/or one or more cycloalkylene groups;
- Z is —C(O)O—, —OC(O)—, —C(O)N(R3)—, —N(R3)C(O)—, —O(CO)N(R3), —N(R3)C(O)O—, —C(O)N(R3)C(O)O—, —OC(O)N(R3)C(O)— or —N(R3)C(O)N(R3)—;
- each occurrence of R3 is, independently, H, alkyl or aryl, and
- --- represents a single bond or a double bond, where when --- represents a single bond, C* is further substituted by hydrogen or alkyl,
- wherein L2 is a linear alkylene unit and contains one or more double bonds and one or more cycloalkylene groups.
5 more elements
A compound selected from:
- and salts thereof.
Dependencies are inferred from the claim text.