Phenoxy amine compounds and compositions for delivering active agents

1. A compound selected from

and salts thereof.

2. A composition comprising:

(A) an active agent; and

(B) at least one compound according to claim 1 or a salt thereof.

3. The composition of claim 2 , wherein the active agent is selected from the group consisting of a biologically active agent, a chemically active agent, and a combination thereof.

4. The composition of claim 3 , wherein the biologically active agent comprises at least one protein, polypeptide, peptide, hormone, polysaccharide, mucopolysaceharide, carbohydrate, or lipid.

5. The composition of claim 3 , wherein the biologically active agent is selected from the group consisting of: BJBN-4096BS, growth hormones, human growth hormones recombinant human growth hormones (rhGH), bovine growth hormones, porcine growth hormones, growth hormone releasing hormones, growth hormone releasing factor, interferons, α-interferon, β-interferon, γ-interferon, interleukin-1, interleukin-2, insulin, porcine insulin, bovine insulin, human insulin, human recombinant insulin, insulin-like growth factor (IGF), IGF-1, heparin, unfractionated heparin, heparinoids, dermatans, chondroitins, low molecular weight heparin, very low molecular weight heparin, ultra low molecular weight heparin, calcitonin, salmon calcitonin, eel calcitonin, human calcitonin; erythropoietin (EPO), atrial naturetic factor, antigens, monoclonal antibodies, somatostatin, protease inhibitors, adrenocorticotropin, gonadotropin releasing hormone, oxytocin, leutinizing-hormone-releasing-hormone, follicle stimulating hormone, glucocerebrosidase, thrombopoeitin, filgrastim. postaglandins, cyclosporin, vasopressin, cromolyn sodium, sodium chromoglycate, disodium chromoglycate, vancomycin, desferrioxamine (DFO), parathyroid hormone (PTH), fragments of PTH, antimicrobials, anti-fungal agents, vitamins; analogs, fragments, mimetics and polyethylene glycol (PEG)-modified derivatives of these compounds; and any combination thereof.

6. The composition of claim 3 , wherein the biologically active agent comprises insulin, BIBN-4096BS, calcitonin, parathyroid hormone, erythropoietin, growth hormones or combinations thereof.

7. The composition of claim 3 , wherein the biologically active agent comprises BIBN-4096BS.

8. The composition of claim 3 , wherein the biologically active agent comprises insulin.

9. A dosage unit form comprising:

(A) the composition of claim 6 ; and

(B) (a) an excipient,

(b) a diluent,

(c) a disintegrant,

(d) a lubricant,

(e) a plasticizer,

(f) a colorant,

(g) a dosing vehicle, or

(h) any combination thereof.

10. The dosage unit form of claim 9 , wherein the active agent is selected from the group consisting of a biologically active agent, a chemically active agent, and a combination thereof.

11. The dosage unit form of claim 10 , wherein the biologically active agent comprises at least one protein, polypeptide, peptide, hormone, polysaccharide, mucopolysaccharide, carbohydrate, or lipid.

12. The dosage unit form of claim 10 , wherein the biologically active agent is selected from the group consisting of: BIBN-4096BS, growth hormones, human growth hormones (hGH), recombinant human growth hormones (rhGH), bovine growth hormones, porcine growth hormones, growth hormone releasing hormones, growth hormone releasing factor, interferons, α-interferon, β-interferon, γ-interferon, interleukin-1, interleukin-2, insulin, porcine insulin, bovine insulin, human insulin, human recombinant insulin, insulin-like growth factor, insulin-like growth factor-1, heparin, unfractionated heparin, heparinoids, dermatans, chondroitins, low molecular weight heparin, very low molecular weight heparin, ultra low molecular weight heparin, calcitonin, salmon calcitonin, eel calcitonin, human calcitonin; erythropoietin, atrial naturetic factor, antigens, monoclonal antibodies, somatostatin, protease inhibitors, adrenocorticotropin, gonadotropin releasing hormone, oxytocin, leutinizing-hormone-releasing-hormone, follicle stimulating hormone, glucocerebrosidase, thrombopoeitin, fllgrastim. postaglandins, cyclosporin, vasopressin, cromolyn sodium, sodium chromoglycate, disodium chromoglycate, vancomycin, desferrioxamine, parathyroid hormone, fragments of PTH, antimicrobials, anti-fungal agents, vitamins; analogs, fragments, mimetics and polyethylene glycol-modified derivatives of these compounds; and any combination thereof.

13. The dosage unit form of claim 10 , wherein the biologically active agent comprises insulin, BJBN-4096BS, calcitonin, parathyroid hormone, erythropoietin, human growth hormones or combinations thereof.

14. The dosage unit form of claim 9 , wherein the active agent comprises recombinant BIBN-4096BS.

15. The dosage unit form of claim 9 , wherein the active agent comprises insulin.

16. The dosage unit form of claim 9 , wherein the dosage unit form comprises a dosing vehicle comprising a tablet, a capsule, a powder, or a liquid.

17. The dosage unit form of claim 9 , wherein the dosing vehicle is a liquid selected from the group consisting of water, 1,2-propane diol, ethanol, and any combination thereof.

18. A method for administering a biologically-active agent to an animal in need of the agent, the method comprising administering orally to the animal the composition of claim 3 .

19. The composition of claim 2 , wherein the active agent is a bisphosphonate.

20. The composition of claim 19 , wherein the bisphosphonate is selected from alendronate, tiludronate, etidronate, clodronate, pamidronate, olpadronate, incadronate, and mixtures thereof.

21. The compound of claim 1 , wherein the compound is

or a salt thereof.

22. The compound of claim 1 , wherein the compound is

or a salt thereof.

23. The compound of claim 1 , wherein the compound is

or a salt thereof.

24. The compound of claim 1 , wherein the compound is

or a salt thereof.

25. The compound of claim 1 , wherein the compound is

or a salt thereof.

26. The compound of claim 1 , wherein the compound is

or a salt thereof.

27. The compound of claim 1 , wherein the compound is

or a salt thereof.

28. The compound of claim 1 , wherein the compound is

or a salt thereof.

29. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

30. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

31. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

32. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

33. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

34. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

35. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

36. The composition of claim 5 , wherein the compound in (B) is

or a salt thereof.

37. 8-(2-hydroxyphenoxy)octyldiethanolamine or a salt thereof.

38. 4-(6-(2-hydroxyphenoxy)hexyl)morpholine or a salt thereof.

39. A pharmaceutical composition comprising:

(A) an active agent; and

(B) 8-(2-hydroxyphenoxy)octyldiethanolamine or a salt thereof.

40. The pharmaceutical composition of claim 39 , wherein the active agent is a bisphosphonate.

41. The composition of claim 40 , wherein the bisphosphonate is selected from alendronate, tiludronate, etidronate, clodronate, pamidronate, olpadronate, incadronate, and mixtures thereof.

42. The pharmaceutical composition of claim 39 , wherein the active agent is erythropoietin.

43. The pharmaceutical composition of claim 39 , wherein the active agent is follicle stimulating hormone.

44. A pharmaceutical composition comprising:

(A) an active agent; and

(B) 4-(6-(2-hydroxyphenoxy)hexyl)morpholine or a salt thereof.