Nitroimidazole gel composition

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

Reexamination Certificate

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Details

C514S861000

Reexamination Certificate

active

06348203

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to viscous, jelly or cream like, pharmaceutical compositions for skin application, preferably for use in topical treatments of skin which is intolerant of exposure to aqueous preparations of non-physiological pH, or of excessive hypo- or hypertonicity. The invention also relates to a method of preparing such compositions.
Antimicrobially active imidazole derivatives, such as the nitroimidazole compounds metronidazole and tinidizole, can be used in the topical treatment of certain dermatological diseases, including rosacea and eczema, in which the skin becomes dry or inflamed, or is predisposed to becoming dry or inflamed when exposed to aqueous media. Dry or inflamed skin is highly intolerant of exposure to water based formulations with a pH outside the physiologically acceptable range of approximately pH 5-6,or which exert a physiologically incompatible osmotic pressure. Thus, topically applied aqueous compositions with an inappropriately high or low pH, or which exert an incompatible osmotic pressure, not only have the potential to cause irritation and stinging, but their use can actually worsen the symptoms of a disease.
With some active agents, this problem can be overcome by employing oil based formulations. However, many antimicrobially active imidazole derivatives are substantially insoluble in such non-polar vehicles and, therefore, cannot be formulated in this manner.
One known aqueous based metronidazole gel composition includes lactic acid both as an humectant and in order to increase the solubility of the metronidazole. However, the presence of lactic acid in this formulation causes it to have a low pH and to be prone to causing an unacceptable degree of irritation to dry, sensitive or disease inflamed skin.
Other known topical metronidazole formulations include cross-linked polymers of acrylic acid, sold under the registered trade mark CARBOPOL, as thickening agents. Although it is possible to use such thickeners to prepare gels with a pH in the range of 5-6,unless great care is exercised during the manufacture of formulations employing these materials, they can form clumps which are insoluble, due to the formation of a water impregnable layer around the clump interior, and which cannot be reduced or dissolved once formed. In such circumstances, hydration of the resin will be incomplete and the result can be broad pH fluctuations in the final product. Moreover, polyacrylic acid resins are sensitive to salts and cations and are not stable in the presence of more than about 0.1% of strongly ionizable salts, particularly those with multivalent cations, such as calcium, magnesium, iron and aluminum salts. Thus, not only is it difficult to manufacture such formulations consistently within an acceptable (narrow) pH range, but it may also be impossible to include therein a sufficient amount of ionic material to achieve an ideal pH, mitigate clumping induced pH variation, or to achieve a skin compatible osmotic pressure.
An object of the present invention is to provide a viscous composition useful in the topical treatment of highly sensitive skin with water soluble active agents, such as metronidazole, which is less prone to irritate inflamed or sensitive skin and which is more easily and more readily manufactured than known such products.
SUMMARY OF THE INVENTION
In a first aspect, the present invention provides a method for preparing a viscous hydrogel composition, for use in a topical treatment of a skin condition involving dry or inflamed skin, including a pharmaceutically active agent, a polysaccharide, a water-miscible organic solvent and water, comprising the steps of suspending the polysaccharide in the water-miscible organic solvent and mixing the resulting polysaccharide suspension into the aqueous medium, thereby to hydrate the polysaccharide and to form a viscous hydrogel composition, wherein the pharmaceutically active agent is an antimicrobially active nitroimidazole drug, the water-miscible organic solvent is a water-miscible alkylene glycol, and the composition is buffered to have a pH within the range of 4.5-6.5. The polysaccharide, preferably acts as a gelling or thickening agent. An advantage of this aspect of the invention is that it enables clumping of the polysaccharide, and consequential broad pH fluctuations in the final product, to be avoided and thereby allows the aforementioned object of the invention to be achieved.
Preferably, the aqueous medium comprises a previously formed aqueous solution of the nitroimidazole drug. Alternatively or additionally, the active agent can be mixed with the water-miscible organic solvent before the suspension is mixed with the aqueous medium. In this alternative procedure, the active agent can be suspended or dissolved in the water-miscible organic solvent and is preferably mixed therewith before the polysaccharide is suspended therein.
The active agent can be dissolved in water at a temperature of 15-50° C., 25-40°C. and, preferably, 35-40° C. (to provide the aqueous medium) and the suspension of polysaccharide can be at a temperature of 4-30° C., preferably 15-25° C., or 4-15° C., preferably 10-15° C., immediately prior to mixing with the aqueous medium. It is preferred for the polysaccharide to be insoluble or substantially insoluble in the organic solvent.
In an embodiment of the first aspect of the invention, the polysaccharide is preferably a non-ionic cellulose ester, ether, hydroxy-ether, or hydroxy-ester, or a non-ionic starch derivative. The polysaccharide can be a methyl, ethyl or propyl cellulose ester, ether, hydroxy-ether or hydroxy-ester. Preferably, the polysaccharide is a hydroxyalkyl cellulose.
In accordance with a second aspect of the present invention there is provided a viscous hydrogel composition, for use in a topical treatment of a skin condition involving dry or inflamed skin, comprising an antimicrobially active nitroimidazole drug, a water miscible alkylene glycol, a hydroxyalkyl cellulose gelling agent and water, buffered to have a pH within the range of 4.5-6.5 and having a viscosity within the range of 10 Pa·s (10,000 cps) and preferably 50 to 200 Pa·s (50,000 to 200,000 cps).
Since they can be manufactured using processes, such as those according to the first aspect of the invention, which allow clumping to be avoided, an advantage of compositions in accordance with this aspect of the invention is that they can be produced consistently and within an acceptably narrow pH range.
In a third aspect, the invention provides a viscous hydrogel composition, for use in a topical treatment of a skin condition involving dry or inflamed skin, prepared or preparable by a method in accordance with the first aspect of the invention, and having a viscosity within the range of 10 Pa·s (10,000 cps) and preferably 50 to 200 Pa·s (50,000 to 200,000 cps).
Unlike previous compositions, compositions in accordance with the second aspect of the invention are, and those prepared in accordance with the first aspect can be, buffered, for example by the inclusion therein of ionic buffers such as conventional weak acid/salt buffers. By so doing, it is easy to ensure that such compositions will have a pH within a physiologically acceptable pH range, and that any tendency they otherwise could have to clumping induced pH variation, or pH drift during storage and after application to the skin, is mitigated or reduced below an acceptable limit.
Accordingly, in embodiments of all the aspects of the invention, suitable buffering agents are selected so that the pH of and, in some embodiments, the osmotic pressure exerted by the composition is physiologically acceptable, not only immediately on application to the skin but, preferably, also for a sufficient period thereafter to prevent irritation through pH (or osmotic pressure) drift after application to the skin.
Suitable buffers include acetic acid/acetate, hydrochloric acid/citrate, citro-phosphate, phosphate, phosphate buffered saline, and citric acid/citrate systems. The preferred buffering agents are citric

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