Cyclodextrin-Based Microemulsions, and Dermatological Uses Thereof

a technology of cyclodextrin and microemulsion, which is applied in the direction of heterocyclic compound active ingredients, biocide, drug compositions, etc., can solve the problems of volatile lower alcohol and compositions containing volatile lower alcohol, extreme flammability of volatile lower alcohol, and limited commercial use of volatile lower alcohol microemulsions for topical application

Inactive Publication Date: 2013-09-26
PRECISION DERMATOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent is about a microemulsion that contains an active ingredient and a microemulsion made of water, two surfactants, and a cyclodextrin. The technical effect is that this microemulsion can provide a stable way to deliver the active ingredient and enhance its efficacy.

Problems solved by technology

However, topical application of volatile lower alcohols has a drying effect on the skin.
Additionally, volatile lower alcohols and compositions containing them are extremely flammable.
For these reasons, volatile lower alcohol-containing microemulsions for topical application have seen limited commercial use.
Developing a formulation for a water-immiscible drug that displays desirable drug delivery and solubilization characteristics while meeting other formulation criteria, such as targeted drug concentration, drug stability, bioavailability, safety, and others, is challenging.
However, these systems have numerous shortcomings, such as low efficiency (e.g., low bioavailability of drug), heterogeneity, and instability of the delivery systems themselves.

Method used

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  • Cyclodextrin-Based Microemulsions, and Dermatological Uses Thereof
  • Cyclodextrin-Based Microemulsions, and Dermatological Uses Thereof
  • Cyclodextrin-Based Microemulsions, and Dermatological Uses Thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

Spontaneous Microemulsion Formation by Mixtures of a Caprylocaproyl Polyethylene Glycol-Based Surfactant and Cyclodextrin in Aqueous Media

[0930]Microemulsion preparation: Any two components (examples: Labrasol®-water, HPXCD-water, or Labrasol®-HPXCD) were mixed (in different ratios) in different scintillation vials and then the third component was titrated to each vial until a clear-to-turbid or turbid-to-clear transition occurred (in simple situations). Finally wt % percentages data for each component (Labrasol®, water, and cyclodextrin) were plotted to construct the ternary phase diagram. See FIG. 2.

[0931]In FIG. 3, the “water” phase (above) was replaced with an “aqueous” phase. An example of an aqueous phase is shown in FIG. 5.

example 2

Solubility / Dispersibility of Retinol in the Labrasol®-HPGCD-Water Systems And in Labrasol®, HPGCD, and Water, Individually

[0932]Materials

[0933]Drug used: 1. Solid Retinol (98%) from Sigma, 2. Retistar (5% Retinol, caprylic / capric triglyceride, sodium ascorbate, Tocopherol) from BASF, 3. Retinol 50C (50% retinol, ethoxylated sorbitan monolaurate (Tween 20), butylated hydroxytoluene (BHT), 2-(1,1-dimethylethyl)-4-methoxy-phenol) from BASF.

[0934]Cyclodextrin used: hydroxypropyl-X-cyclodextrin (X=alpha, beta, or gamma).

Methods

[0935]Vial L from FIG. 4(a) shows the formation of a novel microemulsion (clear transparent system) as well as complete miscibility of Retistar (final retinol concentration: 0.06%) in Labrasol®-HPGCD-water microemulsion system (Note: capric / caprylic triglycerides coming from the Retistar are also contributing to the microemulsion system). The miscibility of retinol may be attributed to the drug incorporation in the cyclodextrin system as well as the micro emulsion ...

example 3

Encapsulation of Pharmaceutical / Cosmetic Ingredients in CD-Stabilized Microemulsions

[0939]Materials

[0940]Retinol used: 1. Solid retinol (98%) from Sigma, 2. Retistar (5% retinol, caprylic / capric triglyceride, sodium ascorbate, tocopherol) from BASF, 3. Retinol 50C (50% retinol, ethoxylated sorbitan monolaurate, BHT, 2-(1,1-dimethylethyl)-4-methoxy-phenol from BASF

[0941]Methods

[0942]Microemulsion preparation: Any two components (examples: Labrasol®-water, cyclodextrin-water, or Labrasol®-HPBCD) were mixed (in different ratios) in different scintillation vials and then the third component was titrated to each vial until a clear-to-turbid or turbid-to-clear transition occurred (in simple situations). Finally wt % percentages data for each component (Labrosol, water, and cyclodextrin) were plotted to construct the ternary phase diagram.

[0943]Incorporation of Drug: Drug can be dissolved in the individual components or any of the two-component combination systems, followed by microemulsio...

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Abstract

Described herein are cyclodextrin-stabilized microemulsion systems useful for increasing the solubility, stability, bioavailability, or safety of an active agent for delivery to the skin. The microemulsions may reduce the occurrence of skin irritation or odor upon application. In certain embodiments, the active agent is substantially insoluble in water.

Description

RELATED APPLICATIONS[0001]This application claims the benefit of priority to U.S. Provisional Patent Application Ser. No. 61 / 614,177, filed Mar. 22, 2012, the contents of which are hereby incorporated by reference.BACKGROUND[0002]Microemulsions are thermodynamically-stable, optically-clear emulsions having submicron-sized droplets suspended in a continuous phase. These emulsions form spontaneously, and typically consist of an aqueous phase, an organic phase, and a surfactant / co-surfactant component.[0003]Previous data suggest that volatile lower alcohols, such as ethanol, are required to maintain stable oil-in-water microemulsions. However, topical application of volatile lower alcohols has a drying effect on the skin. Additionally, volatile lower alcohols and compositions containing them are extremely flammable. For these reasons, volatile lower alcohol-containing microemulsions for topical application have seen limited commercial use.[0004]Developing a formulation for a water-immi...

Claims

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Application Information

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IPC IPC(8): A61K47/40A61K8/67A61K8/73A61Q19/08A61K31/07A61K31/455
CPCA61K31/455A61K8/39A61K8/068A61K47/40A61K9/1075A61Q19/08A61K31/07A61K8/671A61K9/0014A61K8/738A61K2300/00A61P17/00A61P17/16A61K33/08A61K47/14A61K8/92
InventorMAJHI, PINAKI RANJANTRUMBORE, MARK W.
OwnerPRECISION DERMATOLOGY