Disodium salts, monohydrates, and ethanol solvates for delivering active agents
View Patent ↗The inventors have discovered that the disodium salt of certain delivery agents has surprisingly greater efficacy for delivering active agents than the corresponding monosodium salt. Furthermore, the inventors have discovered that the disodium salts of these delivery agents form solvates with ethanol and hydrates with water. Preferred delivery agents include, but are not limited to, N-(5-chlorosalicyloyl)-8-aminocaprylic acid (5-CNAC), N-(10-[2-hydroxybenzoyl]amino)decanoic acid (SNAD), and sodium N-(8-[2-hydroxybenzoyl]amino)caprylate (SNAC). The invention also provides methods of preparing the disodium salt, ethanol solvate, and hydrate and compositions containing the disodium salt, ethanol solvate, and/or hydrate.
1. A composition comprising about 50% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
2. The composition of claim 1 , wherein the composition comprises about 60% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
3. The composition of claim 1 , wherein the composition comprises about 70% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
4. The composition of claim 1 , wherein the composition comprises about 80% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
5. The composition of claim 1 , wherein the composition comprises about 90% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
6. The composition of claim 1 , wherein the composition comprises about 96% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
7. The composition of claim 1 , wherein the composition comprises about 98% or more by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
8. The composition form of claim 1 , wherein the composition comprises from about 50% to about 90% by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
9. The composition of claim 1 , wherein the composition comprises from about 50% to about 96% by weight of the disodium salt of N-(5-chlorosalicyloyl)-8-aminocaprylic acid, based upon 100% total weight of N-(5-chlorosalicyloyl)-aminocaprylic acid and salts thereof in the composition.
10. The composition of claim 1 , wherein the disodium salt is in a monohydrate form.
11. The composition of claim 1 , wherein the disodium salt is anhydrous.
12. The composition of claim 1 , wherein the composition is in the form of an oral dosage form.
13. The composition of claim 1 , wherein the composition is in the form of a tablet.
14. The composition of claim 1 , wherein the composition is in the form of a capsules.