Method of solubilizing itraconazole

• US 6,100,285 A
• Filed: 11/11/1997
• Issued: 08/08/2000
• Est. Priority Date: 06/07/1995
• Status: Expired due to Term

• Current Assignee: NOVO Nordisk North America Operations A/S (Novo Nordisk A/S)
• Original Assignee: Emisphere Technologies, Inc. (Novo Nordisk A/S)
• Inventors: Kantor, Martin L.
• Primary Examiner(s): Lovering, Richard D.
• Application Number:
  US08/967,486
• Time in Patent Office: 1,001 Days
• Field of Search: 424/435, 424/491, 514/963, 514/400, 514/784, 548/350.1
• US Class Current: 514/400
• CPC Class Codes: A61K 31/4174 Arylalkylimidazoles, e.g. oxymetazolin, naphazoline, miconazole
• CPC Class Codes: A61K 31/496 Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
• CPC Class Codes: A61K 47/12 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 9/1617 Organic compounds, e.g. phospholipids, fats
• CPC Class Codes: A61K 9/1641 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
• CPC Class Codes: B01J 13/02 Making microcapsules or microballoons for medical preparations A61K9/50

Abstract

Solutions comprising itraconazole solubilized in a solvent comprising at least one volatile organic acid are provided. Methods for preparing microspheres containing imidazole derivatives are provided. Also provided is the use of imidazole derivatives containing microspheres for treating fungal infections. Oral dosage forms for oral administration are also provided.

Claims

1. A solution comprising:

(a) at least about 2.5 parts by weight, based upon 100 parts by weight of solution, of a solute comprising itraconazole; and

(b) a solubilizing effective amount of a solvent comprising at least one volatile organic acid.

2. A solution is defined in claim 1, wherein said solution comprises from about 3 to about 40 percent by weight of solute and from about 60 to about 97 parts by weight of solvent based upon 100 parts by weight of solution.

3. A solution as defined in claim 1, wherein said solvent comprises an aqueous solution of said acid.

4. A solution as defined in claim 3, wherein said solvent comprises aqueous acetic acid.

5. A solution is defined as in claim 3, wherein said solvent comprises aqueous formic acid.

6. A solution as defined in claim 3, wherein said solvent comprises from about 30 to about 80 parts by volume of acid and from about 70 to about 20 parts by volume of water, based upon 100 parts by volume of solvent.

7. A solution as defined in claim 6, wherein said solvent comprises from about 40 to about 50 parts by volume weight of acid and from about 60 to about 50 parts by volume of water, based upon 100 parts by volume of solvent.

8. A solution is defined in claim 3, wherein the volume:

volume ratio of acid to water in said solvent is at least about 3;

7.