Compounds are provided having the following structure:

##STR00001##

or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein R.sup.1a, R.sup.1b, R.sup.2a, R.sup.2b, R.sup.3a, R.sup.3b, R.sup.4a, R.sup.4b, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, L.sup.1, L.sup.2, G.sup.1, G.sup.2, G.sup.3, a, b, c and d are as defined herein. Use of the compounds as a component of lipid nanoparticle formulations for delivery of a therapeutic agent, compositions comprising the compounds and methods for their use and preparation are also provided.

The invention relates to specific quaternary amidoamine detergents, the process to make them, and their use. The quaternary amidoamine detergents are obtainable by reacting a multifunctional acid with an amino amine, followed by quaternization, suitably with dimethyl carbonate, and subsequent reaction with a fatty acid. In the process to make the quaternary amidoamine detergents a multifunctional fatty acid is reacted with an amino amine, typically an amino alkylene amine, followed by quaternization with a quaternizing agent and subsequent replacement of the anion of said quaternizing agent with a fatty acid anion. The quaternary fatty amidoamine detergents are particularly useful as a surface-active compound that is soluble in an a-polar medium, for example when used as a stabilizer for solids in an a-polar medium.

The invention relates to specific quaternary amidoamine detergents, the process to make them, and their use. The quaternary amidoamine detergents are obtainable by reacting a multifunctional acid with an amino amine, followed by quaternization, suitably with dimethyl carbonate, and subsequent reaction with a fatty acid. In the process to make the quaternary amidoamine detergents a multifunctional fatty acid is reacted with an amino amine, typically an amino alkylene amine, followed by quaternization with a quaternizing agent and subsequent replacement of the anion of said quaternizing agent with a fatty acid anion. The quaternary fatty amidoamine detergents are particularly useful as a surface-active compound that is soluble in an a-polar medium, for example when used as a stabilizer for solids in an a-polar medium.

The present application provides processes for synthesizing targeting molecules of Formula (I) comprising a retinoid moiety useful in the synthesis of fat-soluble compounds for targeting and enhancing activity of therapeutic molecules, including siRNA.

##STR00001##

The present application provides processes for synthesizing targeting molecules of Formula (I) comprising a retinoid moiety useful in the synthesis of fat-soluble compounds for targeting and enhancing activity of therapeutic molecules, including siRNA.

##STR00001##

Provided is a quaternary ammonium surfmer and copolymers thereof. The surfmer may have the following general formula (I): N.sup.+—R.sup.1R.sup.2R.sup.3R.sup.4 (X.sup.−), where: R.sup.1 and R.sup.2 may independently be H or a C.sub.1-C.sub.3 alkyl, R.sup.3 may be a C.sub.19+ amidoalkyl group, R.sup.4 may be a C.sub.3-C.sub.6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer, copolymers thereof, and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer or copolymers thereof into the subterranean formation.

Provided is a quaternary ammonium surfmer and copolymers thereof. The surfmer may have the following general formula (I): N.sup.+—R.sup.1R.sup.2R.sup.3R.sup.4 (X.sup.−), where: R.sup.1 and R.sup.2 may independently be H or a C.sub.1-C.sub.3 alkyl, R.sup.3 may be a C.sub.19+ amidoalkyl group, R.sup.4 may be a C.sub.3-C.sub.6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer, copolymers thereof, and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer or copolymers thereof into the subterranean formation.

Compounds are provided having the following structure:

##STR00001##

or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein R.sup.3, L.sup.1, L.sup.2, G.sup.1, G.sup.2 and G.sup.3 are as defined herein. Use of the compounds as a component of lipid nanoparticle formulations for delivery of a therapeutic agent, compositions comprising the compounds and methods for their use and preparation are also provided.

A phenalene-1-one compound, a photosensitizer composition including the phenalene-1-one compound, an article including the phenalene-1-one compound and/or photosensitizer composition and the use thereof.

Provided is a quaternary ammonium surfmer, that may have the following general formula (I): N.sup.+—R.sup.1R.sup.2R.sup.3R.sup.4 (X.sup.−), where: R.sup.1 and R.sup.2 may independently be H or a C.sub.1-C.sub.3 alkyl, R.sup.3 may be a C.sub.19+ amidoalkyl group, R.sup.4 may be a C.sub.3-C.sub.6 alkyl having a terminal olefin double bond group, and X may be a halogen. Further provided is a method for synthesizing the quaternary ammonium surfmer and a method for recovering hydrocarbons from a subterranean formation that may include injecting a treatment fluid comprising the quaternary ammonium surfmer into the subterranean formation.