Synthesis of propyl phenoxy ethers and use as delivery agents
AssigneeEmisphere Technologies, Inc.
InventorJianfeng Song
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Abstract
The present invention provides propyl phenoxy ether compounds and pharmaceutically acceptable salts thereof, compositions containing the same and one or more active agents, and methods of administering active agents with the same. The delivery agents of the present invention are well suited for forming non-covalent mixtures with active agents for oral, intracolonic, pulmonary, and other routes of administration to animals.
Claims48
A composition comprising:
- (A) an active agent;
- and
- (B) at least one delivery agent compound having the formula
- or a pharmaceutically acceptable salt thereof wherein R1, R2, R3, R4 and R5 are independently selected from H, halogen, unsubstituted or substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkoxyl, unsubstituted or substituted haloalkoxyl, hydroxyl, —C(O)R8, —NO2, —NR9R10, —NR9R10R11 (R12), carbonate, ureido, —CX3, and —CN, wherein
- R8 is independently H, C1-C4 alkyl, C2-C4 alkenyl, or NH2;
- R9, R10, R11, and R'2 are independently H or C1-C10 alkyl;
- and
- X is a halogen group.
A composition comprising:
- (A) an active agent;
- and
- (B) at least one delivery agent compound selected from the group consisting of:
- and pharmaceutically acceptable salts thereof.
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A process for preparing a propyl phenoxy delivery agent compound the process comprising the steps of:
- reacting a phenol of the formula,
- wherein R6 through R10 are independently hydrogen, alkyl, halo, hydroxy, alkoxy, amino, acyl, or nitro groups,
- with acrylonitrile to form a nitrile-containing compound;
- and
- hydrolyzing the nitrile-containing compound to form the propyl phenoxy delivery agent compound.
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Dependencies are inferred from the claim text.