USPatent applicationPatented

Stable ointment containing acetylsalicylic acid

Granted 18 Apr 2006 · 6 office actions

Application· this page
9242700
filed 23 Jun 1998
Publication
Not published
not published
Patent
US 7,029,663
granted 18 Apr 2006

Life of the application

27 dated events
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Abstract

A substantially anhydrous stable ointment containing Aspirin which is characterized in using gelation hydrocarbon and/or vaseline as a base. The ointment is superior in stability and can be stored for a long term.

Description

12 parts
›This application is the national phase under 35…

This application is the national phase under 35 U.S.C. §371 of prior PCT International Application No. PCT/JP98/02781 which has an International filing date of Jun. 23, 1998 which designated the United States of America.

›TECHNICAL FIELD

The present invention relates to a stable ointment containing Aspirin (acetyl salicylic acid).

More specifically, the present invention relates to a substantially anhydrous ointment containing Aspirin characterized in using hydrocarbon gel and/or vaseline (petrolatum) as a base, which can preserve Aspirin stably for a long term.

›BACKGROUND ART

Aspirin has been used as anti-inflammatoric antipyretic analgesics from of old. It is in general orally administered in form of tablets, granules and so on.

However, due to the intestinal injury by Aspirin, its external application has been recently studied and it has been done to try to make it percutaneously absorb. The results are reported in Japanese Patent Pub. No. 3-72426 in form of ointments for treatment of neuralgia, in Japanese Patent Pub. No. 6-72879 in form of patches containing Aspirin, in Japanese Patent Pub. No. 6-183980 as a stabilizing method of Aspirin in patches containing it. Further, patches containing Aspirin are disclosed in Japanese Patent Pub. No. 8-113531. Techniques such as improvement of transdermal absorption of Aspirin and stabilization of it in plasters are mainly disclosed in these publications. However, any technique to maintain Aspirin stably in ointments for a long term is not disclosed.

The literatures which describe methods for stabilization of Aspirin in preparations except for external preparations, are Japanese Patent Pub. No. 56-32425, Japanese Patent Pub. No. 62-89619, Japanese Patent Pub. No. 4-346930 and so on.

Because Aspirin is readily hydrolyzed even in the presence of small amount of water and furthermore, by depending on a kind of additives the hydrolysis is accelerated, in these literatures in order to avoid to contact with the additive, it is disclosed to use the protective layer consisting of sucrose, or to use binders in which water was excluded as much as possible degree and to add a hydrogenated oil as a lubricant. However, it is hardly possible to apply such techniques to ointments.

As such, in external preparations of Aspirin, the technique to secure the stability of Aspirin in preparing ointments has not been shown.

›DISCLOSURE OF INVENTION

The present invention was made considering the above problems and the object of the present invention is to provide ointments containing Aspirin which are superior in stability and can be stored for a long term.

That is, by preparing substantially water free-ointments prepared by adding Aspirin to a base comprising hydrocarbon gel and/or vaseline (petrolatum) it was found to solve the above problems and thus the present invention was completed.

Hydrocarbon gel and vaseline in the present invention are used in substantially anhydrous state. Vaseline is one ordinary used as a base for preparation of ointments, such as yellow vaseline, white vaseline and their mixture.

The amount of Aspirin in an ointment of the present invention is 0.001 to 30% by weight, preferably 0.01 to 20% by weight, more preferably 0.05 to 15% by weight. In case of more than 30% by weight of Aspirin, it is impossible to maintain the property of ointments and in addition the protection effect by the base decreases to cause hydrolysis of Aspirin. On the other hand, in case of less than 0.001% by weight of Aspirin it is hardly to exhibit the pharmacological activities of Aspirin. Either case is not preferable.

The ointments of the present invention containing Aspirin are prepared by the same method as ordinary ointments. That is, after melting a base by warming, thereto fine powders of Aspirin are added under stirring and mixed to prepare ointments.

In case of preparation of these ointments, to add water in order to dissolve Aspirin and the like is not preferable and should be avoided.

Furthermore, it is not preferable to add any additive which destroys stability of Aspirin, such as an organic acid, an alcohol, a polyhydric alcohol, a surfactant, etc.

›BEST MODE FOR CARRYING OUT THE INVENTION

The present invention is shown in more detail by the following examples. But the present invention is not limited by the examples.

›Examples6
›EXAMPLE 1

According to the following ingredients, white vaseline was put in a vacuum emulsifier (T.K.ROBO MIXER prepared by Tokusyukika Kogyo) to be melted under heating at 55° C. Thereto Aspirin was added and the mixture was stirred under vacuum at 2,000 rpm for 15 minutes. Then the mixture was cooled to 25° C. to give ointments containing Aspirin.

›EXAMPLE 2

According to the following ingredients, yellow vaseline and Aspirin were put in a grinder and the mixture was stirred at 100 rpm to give ointments containing Aspirin.

›EXAMPLE 3

According to the following ingredients, hydrocarbon gel and Aspirin were put in a grinder and the mixture was stirred at 80 rpm to give ointments containing Aspirin.

›EXAMPLE 4

According to the following ingredients, hydrocarbon gel and Aspirin were put in a planetary mixer and the mixture was stirred under vacuum at 130 rpm for 20 minutes to give ointments containing Aspirin.

›EXAMPLE 5

According to the following ingredients and the method described in Example 4, there were obtained ointments containing Aspirin.

›EXAMPLE 6

According to the following ingredients and the method described in Example 4, there were obtained ointments containing Aspirin.

COMPARATIVE EXAMPLE 1

According to the following ingredients, polyacrylic acid was added to propylene glycol and the mixture was melted by warming on a water bath and stirred. Then, Aspirin was dissolved in the mixture and thereto triethanolamine was added. The mixture was stirred to give gelation ointments.

COMPARATIVE EXAMPLE 2

According to the following ingredients, carboxymethyl cellulose sodium was dispersed in ethanol. The mixture was added to a mixture of glycerin and propylene glycol under stirring. Then, Aspirin was dispersed and dissolved in the mixture. Thereto purified water was added and the mixture was stirred thoroughly to give gelation ointments.

COMPARATIVE EXAMPLE 3

According to the following ingredients, hydrophilic ointments described in the Pharmacopeia of Japan XIII was prepared and thereto Aspirin was mixed to prepare a ointment.

Experiment 1

Ointments of the present invention prepared by Examples 1 and 5, and ointments prepared by Comparative Examples 1 to 4 were tested on stability in strage at 75% RH at 40° C., and at 50° C. Test samples were stored under each condition for one or two months, and after sampling, contents of Aspirin remaining in each sample were measured and the remaining percentage per initial contents was calculated and shown in Table 1.

Experiment 2

Ointments of the present invention prepared by examples 1 to 5 and ointments prepared by Comparative Example 1 were measured on the water contents in the by Karl-Fischer moisture content meter and the results were shown in Table 2.

›INDUSTRIAL APPLICABILITY

The ointments of the present invention containing Aspirin can be stored stably Aspirin for a long term in form of the substantially anhydrous ointment containing hydrocarbon gel and/or vaseline as a base.

›Tables in the description — 11
IngredientsContents
Aspirin0.5g
White vaseline99.5g
IngredientsContents
Aspirin8.0g
Yellow vaseline92.0g
IngredientsContents
Aspirin5.0g
Hydrocarbon gel99.5g
(Japanese Pharmaceutical Excipients)
IngredientsContents
Aspirin25.0g
Hydrocarbon gel75.0g
(Japanese Pharmaceutical Excipients)
IngredientsContents
Aspirin0.5g
Hydrocarbon gel99.5g
(Japanese Pharmaceutical Excipients)
IngredientsContents
Aspirin1.0g
Hydrocarbon gel79.0g
(Japanese Pharmaceutical Excipients)
White vaseline20.0g
IngredientsContents
Aspirin0.5g
Polyacrylic acid0.5g
Propylene glycol45.0g
Triethanolamine0.67g
Purified waterresidual
Total100.0g
IngredientsContents
Aspirin0.5g
Carboxymethyl cellulose sodium6.0g
Ethanol8.0g
Glycerin20.0g
Propylene glycol20.0g
Purified waterresidual
Total100.0g
Ingredient of hydrophilic ointment
White vaseline25.0g
Stearyl alcohol20.0g
Propylene glycol12.0g
Polyoxyethylene hyroganated castor oil4.0g
Glycerol monostearate1.0g
p-Hydoxybenzoic acid methyl ester0.1g
p-Hydoxybenzoic acid propyl ester0.1g
Purified waterresidual
Total100.0g
Ingredients of ointment containing Aspirin Aspirin 0.5 g Hydrophilic ointment 99.5 g
TABLE 1 — Test result on the stability of ointments containing Aspirin
75% RH at 40° C.at 50° C.
remain (%)remain (%)
Initial1210.5Initial1210.5
Example 1100100.61002.496.910096.097.891.7
Example 5100101.21002.496.4100100.099.493.2
Comp. Ex. 1100115.41.201000.80
Comp. Ex. 210013.81.4010000
Comp. Ex. 310020.70.4010000
TABLE 2 — The result of measurement of water content in ointments containing Aspirin
Ex. 1Ex. 2Ex. 3Ex. 4Ex. 5
water contents (%)0.01900.02610.00980.01270.0066
Com. Ex.Com. Ex.Com. Ex.
123
water contents %55.243845.219038.0261
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Claims as granted

5 claims

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Classifications

15 codes
IPC · International Patent Classification
Section A — Human necessities
  • A61P25/04
  • A61P29/00
  • A61K31/74
  • A61K31/60
  • A61K9/06
  • A61K47/06
  • A01N37/36
  • A61K9/00
USPC · US Patent Classification
424/78.5514/944514/887514/165514/947424/78.2424/400

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2,856 days filing → grant
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Examiner
Sreeni Padmanabhan
art unit 1616 · TC 1600
Citations: 25 back · 2 forward

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