CA2222566A1 - Hydrogels that contain sorbic acid - Google Patents
Hydrogels that contain sorbic acid Download PDFInfo
- Publication number
- CA2222566A1 CA2222566A1 CA002222566A CA2222566A CA2222566A1 CA 2222566 A1 CA2222566 A1 CA 2222566A1 CA 002222566 A CA002222566 A CA 002222566A CA 2222566 A CA2222566 A CA 2222566A CA 2222566 A1 CA2222566 A1 CA 2222566A1
- Authority
- CA
- Canada
- Prior art keywords
- sorbic acid
- hydrogels
- multivalent
- weight
- pharmaceutical preparations
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The description relates to pharmaceutical preparations in the form of a hydrogel which contain sorbic acid, possibly in combination with a polyvalent alcohol and/or a polyvalent ether, as the sole active agent.
Description
CA 02222~66 1997-11-27 - Hydrogels that Contain 80rbic Acid The invention relates to pharmaceutical preparations in the form of hydrogels, which are characterized in that they contain sorbic acid optionally in combination with a multivalent alcohol and/or a multivalent ether as the only active ingredients.
It is known that pharmaceutical preparations in the form of hydrogels, which are intended for topical application, such as, for example, ointments or creams, can contain sorbic acid (2,4-hexadienoic acid) of formula I
CH~--CH=CH--C~=CH--COO~ (I), which is used to preserve the preparations (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed. VCH
Verlagsgesellschaft mbH D-69451 Weinheim (DE), 1993, Vol A24, p.
507 ff)-It is also known that these forms of preparations cancontain multivalent alcohols and/or multivalent ethers, such as, for example, ethylene glycol, propylene glycol, glycerol or a polyoxyalkylene, which help keep skin from drying out and ensure supple skin (humefectant, emollient and softening agents) (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., VCH-Verlagsgesellschaft mbH, D-69451 Weinheim (DE), 1993, Volume A10, p. 101 ff, Volume A21, p. 579 ff and Volume A22, p. 163). In the case of active ingredient-containing preparations, these additives optionally can also be used as agents for enhancing the penetration of the active ingredients (enhancers).
CA 02222~66 1997-11-27 It has now been found that pharmaceutical preparations in the form of hydrogels, which contain sorbic acid preferably in combination with a multivalent alcohol and/or a multivalent ether as the only active ingredients, show, surprisingly enough, in topical application, a strongly pronounced healing effect on inflammatory efflorescences in acne patients, as is explained in more detail in the embodiment below.
For the pharmaceutical preparations according to the invention, preferably physiologically harmless, liquid substances of these families of substances, as they are commonly used in such preparations, are suitable as multivalent alcohols and/or multivalent ethers. Such compounds are, for example, those of general formula II
H-(O-CHR-CE~)n-OH (II), in which n means a number from 1 to 12 (preferably 1 to 8) and R represents a hydrogen atom, a methyl group, or, if n is the number 1, also a hydroxymethyl group.
Suitable alcohols or ethers of general formula I are, for example, ethylene glycol, propylene glycol, glycerol, diethylene glycol, triethylene glycol, dipropylene glycol or tripropylene glycol. These are substances that are also used in pharmaceutical preparations that are intended for topical application as enhancers for the active ingredients that are used in the preparations (see, for example, EP-A 0 165 696, WO
88/01496 and DE-A 2 515 594).
CA 02222~66 1997-11-27 In addition, the pharmaceutical preparations according to the invention as multivalent alcohols or multivalent ethers can also contain, for example, cyclic polyols or polyethers, such as, for example, dimethylisosorbide or glycol ethers such as diglycol dimethyl ether. In the studies carried out to date, propylene glycol has proven especially suitable.
The pharmaceutical preparations in the form of hydrogels according to the invention can contain, for example, 0.05 to 2.5%
by weight and preferably 0.1 to 1.0% by weight of sorbic acid as well as 0 to 30% by weight and preferably 5 to 20% by weight of a multivalent alcohol and/or a multivalent ether.
To form the hydrogels, the commonly used thickeners can be used (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., Vol. A24, page 220 ff.). Suitable thickeners are, for example, gel-forming polysaccharides and proteins such as gelatin, agar-agar, pectins, and dextrins or especially polyacrylates, such as those of the Carbopol(R) type (Goodrich Chem., Cleveland, U.S.A.).
A suitable preparation in the form of a hydrogel can have, for example, the following composition according to the invention:
Sorbic acid0.15 - 0.50%
propylene glycol10.0 - 15.0~
Carbopol(R~ 9800.5 - 2.0%
sodium hydroxide0.2 - 0.5%
purified waterto 100%
(Data in % by weight).
- The embodiment below is used for a more detailed explanation of the invention:
CA 02222~66 1997-11-27 Example 0.2 g of sorbic acid, 12.0 g of propylene glycol and 76.55 g of purified water are mixed, heated to 35~C, and the sorbic acid is dissolved while being stirred. Then, the solution is cooled to 20~C, mixed with 1.0 g of Carbopol(R) and homogenized. Then, a solution of 10.0 g of sodium hydroxide in 10.25 g of purified water is added to the mixture, and the mixture is homogenized until the gel skeleton is completely formed.
The final medical opinion from 10 testing centers rates the tested hydrogel base with sorbic acid as having on average good to very good suitability for the treatment of moderately severe acne.
Thus, the developed hydrogel base with sorbic acid also shows strong antimicrobial effectiveness and a clear influence on the inflammation process in acne, which far exceeds the expected vehicle effect of a preserved hydrogel base.
It is known that pharmaceutical preparations in the form of hydrogels, which are intended for topical application, such as, for example, ointments or creams, can contain sorbic acid (2,4-hexadienoic acid) of formula I
CH~--CH=CH--C~=CH--COO~ (I), which is used to preserve the preparations (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed. VCH
Verlagsgesellschaft mbH D-69451 Weinheim (DE), 1993, Vol A24, p.
507 ff)-It is also known that these forms of preparations cancontain multivalent alcohols and/or multivalent ethers, such as, for example, ethylene glycol, propylene glycol, glycerol or a polyoxyalkylene, which help keep skin from drying out and ensure supple skin (humefectant, emollient and softening agents) (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., VCH-Verlagsgesellschaft mbH, D-69451 Weinheim (DE), 1993, Volume A10, p. 101 ff, Volume A21, p. 579 ff and Volume A22, p. 163). In the case of active ingredient-containing preparations, these additives optionally can also be used as agents for enhancing the penetration of the active ingredients (enhancers).
CA 02222~66 1997-11-27 It has now been found that pharmaceutical preparations in the form of hydrogels, which contain sorbic acid preferably in combination with a multivalent alcohol and/or a multivalent ether as the only active ingredients, show, surprisingly enough, in topical application, a strongly pronounced healing effect on inflammatory efflorescences in acne patients, as is explained in more detail in the embodiment below.
For the pharmaceutical preparations according to the invention, preferably physiologically harmless, liquid substances of these families of substances, as they are commonly used in such preparations, are suitable as multivalent alcohols and/or multivalent ethers. Such compounds are, for example, those of general formula II
H-(O-CHR-CE~)n-OH (II), in which n means a number from 1 to 12 (preferably 1 to 8) and R represents a hydrogen atom, a methyl group, or, if n is the number 1, also a hydroxymethyl group.
Suitable alcohols or ethers of general formula I are, for example, ethylene glycol, propylene glycol, glycerol, diethylene glycol, triethylene glycol, dipropylene glycol or tripropylene glycol. These are substances that are also used in pharmaceutical preparations that are intended for topical application as enhancers for the active ingredients that are used in the preparations (see, for example, EP-A 0 165 696, WO
88/01496 and DE-A 2 515 594).
CA 02222~66 1997-11-27 In addition, the pharmaceutical preparations according to the invention as multivalent alcohols or multivalent ethers can also contain, for example, cyclic polyols or polyethers, such as, for example, dimethylisosorbide or glycol ethers such as diglycol dimethyl ether. In the studies carried out to date, propylene glycol has proven especially suitable.
The pharmaceutical preparations in the form of hydrogels according to the invention can contain, for example, 0.05 to 2.5%
by weight and preferably 0.1 to 1.0% by weight of sorbic acid as well as 0 to 30% by weight and preferably 5 to 20% by weight of a multivalent alcohol and/or a multivalent ether.
To form the hydrogels, the commonly used thickeners can be used (Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., Vol. A24, page 220 ff.). Suitable thickeners are, for example, gel-forming polysaccharides and proteins such as gelatin, agar-agar, pectins, and dextrins or especially polyacrylates, such as those of the Carbopol(R) type (Goodrich Chem., Cleveland, U.S.A.).
A suitable preparation in the form of a hydrogel can have, for example, the following composition according to the invention:
Sorbic acid0.15 - 0.50%
propylene glycol10.0 - 15.0~
Carbopol(R~ 9800.5 - 2.0%
sodium hydroxide0.2 - 0.5%
purified waterto 100%
(Data in % by weight).
- The embodiment below is used for a more detailed explanation of the invention:
CA 02222~66 1997-11-27 Example 0.2 g of sorbic acid, 12.0 g of propylene glycol and 76.55 g of purified water are mixed, heated to 35~C, and the sorbic acid is dissolved while being stirred. Then, the solution is cooled to 20~C, mixed with 1.0 g of Carbopol(R) and homogenized. Then, a solution of 10.0 g of sodium hydroxide in 10.25 g of purified water is added to the mixture, and the mixture is homogenized until the gel skeleton is completely formed.
The final medical opinion from 10 testing centers rates the tested hydrogel base with sorbic acid as having on average good to very good suitability for the treatment of moderately severe acne.
Thus, the developed hydrogel base with sorbic acid also shows strong antimicrobial effectiveness and a clear influence on the inflammation process in acne, which far exceeds the expected vehicle effect of a preserved hydrogel base.
Claims (2)
1. Pharmaceutical preparations in the form of hydrogels, characterized in that they contain sorbic acid optionally in combination with a multivalent alcohol and/or a multivalent ether as the only active ingredients.
2. Pharmaceutical preparations in the form of hydrogels according to claim 1, containing Sorbic acid 0.15 - 0.50% by weight propylene glycol 10.0 - 15.0% by weight Carbopol(R) 980 0.5 - 2.0% by weight sodium hydroxide 0.2 - 0.5% by weight.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19520838.2 | 1995-05-31 | ||
| DE19520838 | 1995-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2222566A1 true CA2222566A1 (en) | 1996-12-05 |
Family
ID=7763859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002222566A Abandoned CA2222566A1 (en) | 1995-05-31 | 1996-05-30 | Hydrogels that contain sorbic acid |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0831803A1 (en) |
| JP (1) | JPH11506441A (en) |
| KR (1) | KR19990022143A (en) |
| CN (1) | CN1185735A (en) |
| AU (1) | AU6002796A (en) |
| CA (1) | CA2222566A1 (en) |
| CZ (1) | CZ374797A3 (en) |
| HU (1) | HUP9801745A3 (en) |
| IS (1) | IS4606A (en) |
| PL (1) | PL323598A1 (en) |
| TR (1) | TR199701463T1 (en) |
| WO (1) | WO1996038135A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9826656D0 (en) | 1998-12-03 | 1999-01-27 | Novartis Ag | Organic compounds |
| BE1023757B1 (en) * | 2016-06-30 | 2017-07-12 | Yun NV | STORAGE OF MICRO-ORGANISMS |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6333314A (en) * | 1986-07-29 | 1988-02-13 | Sansho Seiyaku Kk | External preparation |
| US5013769A (en) * | 1988-08-22 | 1991-05-07 | Medipro Sciences Limited | Method of making a hydrogel-forming wound dressing or skin coating material |
-
1996
- 1996-05-30 CA CA002222566A patent/CA2222566A1/en not_active Abandoned
- 1996-05-30 CZ CZ973747A patent/CZ374797A3/en unknown
- 1996-05-30 JP JP8536180A patent/JPH11506441A/en active Pending
- 1996-05-30 HU HU9801745A patent/HUP9801745A3/en unknown
- 1996-05-30 CN CN96194272A patent/CN1185735A/en active Pending
- 1996-05-30 WO PCT/EP1996/002300 patent/WO1996038135A1/en not_active Application Discontinuation
- 1996-05-30 EP EP96917458A patent/EP0831803A1/en not_active Withdrawn
- 1996-05-30 KR KR1019970708622A patent/KR19990022143A/en not_active Application Discontinuation
- 1996-05-30 PL PL96323598A patent/PL323598A1/en unknown
- 1996-05-30 AU AU60027/96A patent/AU6002796A/en not_active Abandoned
- 1996-05-30 TR TR97/01463T patent/TR199701463T1/en unknown
-
1997
- 1997-10-31 IS IS4606A patent/IS4606A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUP9801745A3 (en) | 2000-04-28 |
| JPH11506441A (en) | 1999-06-08 |
| EP0831803A1 (en) | 1998-04-01 |
| TR199701463T1 (en) | 1998-02-21 |
| AU6002796A (en) | 1996-12-18 |
| PL323598A1 (en) | 1998-04-14 |
| IS4606A (en) | 1997-10-31 |
| KR19990022143A (en) | 1999-03-25 |
| CZ374797A3 (en) | 1998-04-15 |
| WO1996038135A1 (en) | 1996-12-05 |
| CN1185735A (en) | 1998-06-24 |
| HUP9801745A2 (en) | 1998-12-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |