Cyanophenoxy carboxylic acid compounds and compositions for delivering active agents
AssigneeEmisphere Technologies, Inc.
InventorsDestardi Moye-Sherman, David Gschneider
Life of this patent
Estimating the term…
Abstract
Cyanophenoxy carboxylic acid compounds and compositions for the delivery of active agents are provided. Methods of administration, treatment of disease and preparation are provided as well.
Claims38
A compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1 and R5 are independently H, —CN, —OH, or halogen;
- R2, and R4 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R4 or R5 being —CN;
- and
- R3 is H, —OH, —OCH3 or halogen;
- and
- R6 is C2–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene).
A pharmaceutical composition comprising:
- (A) a biologically active agent;
- and
- (B) at least one compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R3, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R3, R4 or R5 being —CN;
- and
- R6 is C1–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene),
- with the proviso that when R1 is —CN, R4 is H or —CN, and R2, R3, and R5 are H, then R6 is not (CH2)1,
- wherein the biologically active agent comprises at least one protein, polypeptide, peptide, hormone, polysaccharide, mucopolysaccharide, carbohydrate, or lipid.
A pharmaceutical composition comprising:
- (A) a biologically active agent;
- and
- (B) at least one compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R3, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R3, R4 or R5 being —CN;
- and
- R6 is C1–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene),
- with the proviso that when R1 is —CN, R4 H or —CN, and R2, R3, and R5 are H, then R6 is not (CH2)1,
- wherein the biologically active agent is selected from the group consisting of:
- growth hormones, human growth hormones (hGH), recombinant human growth hormones (rhGH), bovine growth hormones, porcine growth hormones, growth hormone-releasing hormones, 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, unfractionated heparin, heparinoids, dermatans, chondroitins, low molecular weight heparin, very low molecular weight heparin, ultra low molecular weight heparin, calcitonin, salmon 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, thrombopoietin, filgrastim, prostaglandins, cyclosporin, vasopressin, cromolyn sodium, sodium chromoglycate, disodium chromoglycate, vancomycin, desferrioxamine (DFO), parathyroid hormone (PTH), fragments of PTH, antimicrobials, antibiotics, antibacterials, anti-fungal agents, daptomycin, vitamins;
- mimetics and polyethylene glycol (PEG)-modified derivatives of these compounds;
- and any combination thereof.
A method for administering a biologically active agent to an animal in need of the agent, the method comprising administering orally to the animal a pharmaceutical composition comprising:
- (A) the biologically active agent;
- and
- (B) at least one compound selected from the group consisting of compounds:
- and salts thereof,
- wherein
- R1, R2, R3, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R3, R4 or R5 being —CN;
- and
- R6 is C1–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene),
- with the proviso that when R1 is —CN, R4 is H or —CN, and R2, R3, and R5 are H, then R6 is not (CH2)1.
A method for preparing a pharmaceutical composition comprising mixing:
- (A) at least one biologically active agent, wherein the biologically active agent comprises at least one protein, polypeptide, peptide, hormone, polysaccharide, mucopolysaccharide, carbohydrate, or lipid;
- (B) at least one compound selected from compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R3, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R3, R4 or R5 being —CN;
- and
- R6 is C1–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene),
- with the proviso that when R1 is —CN, R4 is H or —CN, and R2, R3, and R5 are H, then R6 is not (CH2)1;
- and
- (C) optionally, a dosing vehicle.
A compound selected from the group consisting of
- and salts thereof.
A pharmaceutical composition comprising:
- (A) a biologically active agent;
- and
- (B) a delivery agent selected from the group consisting of
- salts thereof, and mixtures thereof.
A method for preparing a pharmaceutical composition comprising mixing:
- (A) at least one biologically active agent, wherein the biologically active agent comprises at least one protein, polypeptide, peptide, hormone, polysaccharide, mucopolysaccharide, carbohydrate, or lipid;
- (B) a compound selected from
- and salts thereof;
- and
- (C) optionally, a dosing vehicle.
A compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R4 or R5 being —CN;
- and
- R3 is H, —OH, —OCH3, or halogen;
- and
- R6 is C2–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene).
A compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R4 and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1 or R5 being —CN;
- and
- R3 is H, —OH, —OCH3, or halogen;
- and
- R6 is C2–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene).
A pharmaceutical composition comprising:
- (A) a biologically active agent;
- and
- (B) at least one compound selected from the group consisting of compounds having the formula:
- and salts thereof,
- wherein
- R1, R2, R4, and R5 are independently H, —CN, —OH, —OCH3, or halogen, at least one of R1, R2, R4, or R5 being —CN;
- and
- R3 is H, —OH, —OCH3, or halogen;
- and
- R6 is C1–C12 linear or branched alkylene, alkenylene, arylene, alkyl(arylene) or aryl(alkylene),
- with the proviso that when R1 is —CN, R4 is H or —CN, and R2, R3, and R5 are H, then R6 is not (CH2)1.
Dependencies are inferred from the claim text.