FR2694194A1 - Hydrating gel, medicament and cosmetic composition containing it, process for the preparation of said gel. - Google Patents
Hydrating gel, medicament and cosmetic composition containing it, process for the preparation of said gel. Download PDFInfo
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- FR2694194A1 FR2694194A1 FR9209557A FR9209557A FR2694194A1 FR 2694194 A1 FR2694194 A1 FR 2694194A1 FR 9209557 A FR9209557 A FR 9209557A FR 9209557 A FR9209557 A FR 9209557A FR 2694194 A1 FR2694194 A1 FR 2694194A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
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- 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
-
- 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
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
-
- 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
- A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- Public Health (AREA)
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- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
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- Inorganic Chemistry (AREA)
- Dermatology (AREA)
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- Reproductive Health (AREA)
- Urology & Nephrology (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Abstract
Description
La présente invention concerne un gel aqueux hydratant pour usage local, notamment pour l'hydratation de la muqueuse vaginale. Elle concerne également un médicament contenant ce gel et éventuellement une ou plusieurs substances thérapeutiquement actives destinée(s) notamment à prévenir ou à traiter les symptômes liés à la sécheresse vaginale et une composition cosmétique à usage local contenant un tel gel. The present invention relates to an aqueous hydrating gel for local use, in particular for the hydration of the vaginal mucosa. It also relates to a medicament containing this gel and optionally one or more therapeutically active substances intended (s) in particular for preventing or treating the symptoms related to vaginal dryness and a cosmetic composition for local use containing such a gel.
Elle concerne enfin un procédé de préparation dudit gel. Finally, it relates to a process for preparing said gel.
La sécheresse vaginale est une affection ou prédominent des symptômes de prurit, démangeaisons, sensations d'irritation permanente. Vaginal dryness is a condition where symptoms of pruritus, itching, feelings of permanent irritation predominate.
L'origine la plus souvent invoquée est le déficit hormonal en période de post-ménopause. La prise de certains médicaments peut également entraîner les mêmes symptômes. En l'absence d'estimations fiables, on évalue généralement à 10 % la population fémimine européenne (pour 30-40 % des femmes ménauposées) touchée par cette symptomatologie.The most often cited origin is the hormonal deficit in the post-menopausal period. Taking certain medications can also cause the same symptoms. In the absence of reliable estimates, the European female population (for 30-40% of menopausal women) affected by this symptomology is generally estimated at 10%.
Dans les formes sévères, la prescription d'une oestrogénothérapie locale est de rigueur. Dans les formes habituelles, l'application locale de topiques à propriétés hydratantes est cependant l'approche la plus fréquente. Ces applications topiques sont assurées à l'aide de compositions que l'on peut classer en deux catégories
1) les gels aqueux, à base de dérivés cellulosiques, le plus souvent (hydroxypropyl- et méthyl- cellulose), dont les propriétés hydratantes sont médiocres, leur seule véritable action étant d'assurer la lubrification des muqueuses. Ces gels doivent être appliqués quotidiennement au minimum.In severe forms, the prescription of local estrogen therapy is essential. In the usual forms, the local application of topicals with moisturizing properties is however the most frequent approach. These topical applications are ensured using compositions which can be classified into two categories
1) aqueous gels, based on cellulose derivatives, most often (hydroxypropyl- and methyl-cellulose), whose hydrating properties are poor, their only real action being to ensure the lubrication of the mucous membranes. These gels should be applied daily as a minimum.
2) les émulsions de type huile dans eau contenant des agents épaississants qui exercent une action hydratante par l'effet occlusif des corps gras. Ces formulations sont plus efficaces que les gels précédents et les applications peuvent être renouvelées seulement tous les deux ou trois jours. 2) oil-in-water emulsions containing thickening agents which exert a hydrating action through the occlusive effect of fatty substances. These formulations are more effective than previous gels and applications can be renewed only every two or three days.
Un des inconvénients de ces émulsions est lié au fait que le caractère même de l'émulsion ne permet pas la constitution d'un film homogène (alternance de pôles hydrophobes et hydrophiles). En outre, la présence de corps gras (huile minérale) entraîne une sensation désagréable chez certaines patientes. One of the drawbacks of these emulsions is linked to the fact that the very nature of the emulsion does not allow the formation of a homogeneous film (alternating hydrophobic and hydrophilic poles). In addition, the presence of fatty substances (mineral oil) causes an unpleasant sensation in some patients.
Enfin, l'ensemble des produits existants représente des milieux peu favorables au maintien et au développement de la microflore bactérienne vaginale spécifique, flore composée principalement de lactobacilles qui empêchent les proliférations de germes pathogènes. Finally, all of the existing products represent environments that are not very favorable for the maintenance and development of the specific vaginal bacterial microflora, a flora mainly composed of lactobacilli which prevent the proliferation of pathogenic germs.
Ainsi, un premier objet de la présente invention est de proposer un gel permettant de restaurer l'hydratation de la muqueuse vaginale par un mécanisme physiologique,
Un second objet de la présente invention est de proposer un gel permettant de respecter l'écologie microbienne de la muqueuse vaginale,
Un troisième objet de la présente invention est de proposer un gel permettant d'offrir aux patientes les facilités d'une application périodique espacée, par exemple tous les trois jours, ce qui correspond au cycle de renouvellement des cellules épithéliales de la muqueuse vaginale.Thus, a first object of the present invention is to provide a gel making it possible to restore the hydration of the vaginal mucosa by a physiological mechanism,
A second object of the present invention is to propose a gel making it possible to respect the microbial ecology of the vaginal mucosa,
A third object of the present invention is to provide a gel making it possible to offer patients the facilities of a spaced periodic application, for example every three days, which corresponds to the cycle of renewal of the epithelial cells of the vaginal mucosa.
Le gel aqueux hydratant selon la présente invention comprend un polysaccharide naturel gélifiant ayant des propriétés filmogènes et bioadhésives et un agent hydratant. The hydrating aqueous gel according to the present invention comprises a natural gelling polysaccharide having film-forming and bioadhesive properties and a hydrating agent.
De préférence, le gel aqueux selon l'invention contient en pourcentage en poids - polysaccharide 1 à 15 % - agent hydratant 0,5 à 15 %. Preferably, the aqueous gel according to the invention contains in percentage by weight - polysaccharide 1 to 15% - hydrating agent 0.5 to 15%.
Le gel de la présente invention comprend de préférence une teneur en eau supérieure à 80 %, avantageusement supérieure à 85 %. The gel of the present invention preferably comprises a water content greater than 80%, advantageously greater than 85%.
Les polysaccharides utilisables dans le cadre de la présente invention doivent présenter de bonnes qualités filmogènes, bioadhésives et lubrifiantes requises à l'application sur les muqueuses. Ils doivent, bien entendu, présenter une inocuité totale vis-à-vis des muqueuses et notamment respecter au mieux l'équilibre microbien existant. The polysaccharides which can be used in the context of the present invention must have good film-forming, bioadhesive and lubricating qualities required for application to the mucous membranes. They must, of course, be completely harmless to the mucous membranes and in particular respect the existing microbial balance as well as possible.
Les polysaccharides naturels sont divisés en trois catégories à savoir : nonionique, anionique et cationique. Ces polysaccharides sont notamment décrits dans l'article de Georges L. Brode, Cosmetic and
Pharmaceutical Applications of Polymers, édité par C.G. Gebelein et al.Natural polysaccharides are divided into three categories, namely: nonionic, anionic and cationic. These polysaccharides are described in particular in the article by Georges L. Brode, Cosmetic and
Pharmaceutical Applications of Polymers, edited by CG Gebelein et al.
Plenum Press, N.Y. 1991. Plenum Press, N.Y. 1991.
Parmi les polysaccharides non ioniques convenant dans le cadre de la présente invention, on peut citer les chitins. Among the nonionic polysaccharides suitable in the context of the present invention, mention may be made of chitins.
Parmi les polysaccharides anioniques convenant dans le cadre de la présente invention, on peut citer les carraghénates ou les alginates. Among the anionic polysaccharides which are suitable in the context of the present invention, there may be mentioned carrageenans or alginates.
Parmi les polysaccharides cationiques convenant dans le cadre de la présente invention, on peut citer les polysaccharides de type guar. Among the cationic polysaccharides suitable in the context of the present invention, mention may be made of guar type polysaccharides.
Bien entendu, il est possible d'utiliser des mélanges de ces polysaccharides. Of course, it is possible to use mixtures of these polysaccharides.
Parmi les agents hydratants convenant pour la présente invention, on utilisera avantageusement un des sels physiologiquement acceptables de l'acide pyroglutamique. Among the hydrating agents suitable for the present invention, one will advantageously use one of the physiologically acceptable salts of pyroglutamic acid.
L'acide pyroglutamique est le composant majoritaire du facteur d'humidification naturel ou en anglais Natural Moisturiser Factor (NMF) présent dans les muqueuses naturelles. Une description de ce produit et de ses applications cosmétiques a été publiée dans les Parfums, Cosmétiques,
Arômes n" 93 - Juin-Juillet 1990, par M. Desrame et al.Pyroglutamic acid is the major component of the natural moistening factor or in English Natural Moisturiser Factor (NMF) present in natural mucous membranes. A description of this product and its cosmetic applications has been published in Perfumes, Cosmetics,
Aromas No. 93 - June-July 1990, by M. Desrame et al.
Parmi les sels physiologiquement acceptables, on peut citer les sels de magnésium, de calcium, de sodium, de potassium, ces deux derniers sels étant préférés dans le cadre de la présente invention. Bien entendu, ces sels peuvent être utilisés seuls ou en mélange. I1 est également possible d'obtenir les sels de cet acide avec les amino-acides naturels ou non. Among the physiologically acceptable salts, mention may be made of the magnesium, calcium, sodium and potassium salts, these latter two salts being preferred in the context of the present invention. Of course, these salts can be used alone or as a mixture. It is also possible to obtain the salts of this acid with natural or non-natural amino acids.
D'autres agents hydratants tels que l'urée, la glycérine peuvent également convenir. Other hydrating agents such as urea, glycerin may also be suitable.
Un gel préféré contient des carraghénates extraits notamment des
Rhodophytes (ou algues rouges), notamment de l'espèce Gigartina ou de préférence Chondrus. I1 peut s'agir d'un mélange de 55 à 75 % de carraghénates de type lambda et de 45 à 25 % de carraghénates en proportion pratiquement égale de type iota et kappa.A preferred gel contains carrageenans extracted in particular from
Rhodophytes (or red algae), especially of the species Gigartina or preferably Chondrus. It can be a mixture of 55 to 75% of carrageenans of the lambda type and 45 to 25% of carrageenans in almost equal proportions of the iota and kappa type.
Ces carraghénates sont présents dans les parois cellulaires des algues et sont notamment extraits par l'eau bouillante. Ces produits sont disponibles dans le commerce. These carrageenans are present in the cell walls of algae and are extracted in particular by boiling water. These products are commercially available.
Selon un autre mode de réalisation préféré, le gel selon l'invention contient en pourcentage en poids - carraghénate 1 à 10 %, de préférence 2 à 8 % - pyroglutamate de sodium
ou de potassium 1 à 10 %, de préférence 2 à 8 %
En particulier, dans le mode de réalisation préféré, le gel contient en pourcentage en poids - carraghénate 5 à 6 % - pyroglutamate de sodium
ou de potassium ..... 2 à 5 %
Dans le gel, le complément des compositions est pratiquement constitué par de l'eau éventuellement additionnée d'excipients régulateurs de pH par exemple, tels que l'acide lactique et/ou des principes actifs comme décrit précédemment.According to another preferred embodiment, the gel according to the invention contains in percentage by weight - carrageenan 1 to 10%, preferably 2 to 8% - sodium pyroglutamate
or potassium 1 to 10%, preferably 2 to 8%
In particular, in the preferred embodiment, the gel contains in percentage by weight - carrageenan 5 to 6% - sodium pyroglutamate
or potassium ..... 2 to 5%
In the gel, the balance of the compositions is practically constituted by water optionally added with pH regulating excipients for example, such as lactic acid and / or active ingredients as described above.
Dans le procédé de fabrication du gel hydratant selon l'invention, on mélange intimement, jusqu'à formation d'un gel, le polysaccharide naturel gélifiant, de l'eau et un agent hydratant notamment dans les proportions et avec les caractéristiques décrites précédemment. In the method for manufacturing the hydrating gel according to the invention, the natural gelling polysaccharide, water and a hydrating agent are mixed intimately, until a gel is formed, in particular in the proportions and with the characteristics described above.
Le mélange des différents constituants peut être réalisé par un procédé connu de l'homme du métier. The mixing of the various constituents can be carried out by a process known to the skilled person.
Le gel selon l'invention peut être utilisé comme cosmétique dans le cas où la symptomatologie n'est pas totalement caractérisée et pour améliorer le confort de l'utilisatrice. The gel according to the invention can be used as a cosmetic in the case where the symptomatology is not fully characterized and to improve the comfort of the user.
Dans cette application, le gel pourra contenir des agents non thérapeutiques destinés par exemple à assurer la régulation des muqueuses ou de la peau. In this application, the gel may contain non-therapeutic agents intended, for example, to regulate the mucous membranes or the skin.
Il peut également être utilisé pour le traitement proprement dit de la sécheresse vaginale à titre de médicament seul ou servir de vecteur à d'autres principes actifs. Dans certains cas, le gel pourra être également utilisé comme excipient à l'application de principe actif à usage topique vaginal. It can also be used for the actual treatment of vaginal dryness as a medicine alone or as a vector for other active ingredients. In some cases, the gel can also be used as an excipient for the application of active principle for vaginal topical use.
Le gel selon la présente invention présente l'avantage de ne pas nécessiter une application journalière. Au contraire, il offre la possibilité d'une application tous les trois jours par exemple, ce qui correspond au cycle de renouvellement des cellules épithéliales de la muqueuse. The gel according to the present invention has the advantage of not requiring daily application. On the contrary, it offers the possibility of an application every three days for example, which corresponds to the cycle of renewal of the epithelial cells of the mucosa.
Compte tenu des propriétés filmogènes et bioadhésives du gel, il peut servir de vecteur ou excipient de produits médicamenteux tels que
- hormones (oestrogènes par exemple),
- antifongiques,
- antiseptiques,
- anti-inflammatoires, pour une application topique vaginale.Given the film-forming and bioadhesive properties of the gel, it can serve as a vector or excipient for medicinal products such as
- hormones (estrogens for example),
- antifungals,
- antiseptics,
- anti-inflammatory, for topical vaginal application.
L'exemple ci-après illustre la présente invention. The example below illustrates the present invention.
Un gel contenant en pourcentage en poids - carraghénate 6 % - pyroglutamate de sodium 5 % - eau........................ qsp.............. 100 % - acide lactique ..............q.s.............. pH 3,5-4 a été obtenu par mélange des différents constituants selon le procédé suivant
Dans un mélangeur planétaire on introduit successivement - l'eau, - les carraghénates, - le pyroglutamate de sodium, - l'acide lactique
On thermostate à 30 C + 5 C ; on mélange 10 minutes entre chaque étape d'introduction.A gel containing in percentage by weight - carrageenan 6% - sodium pyroglutamate 5% - water ........................ qs ...... ........ 100% - lactic acid .............. qs ............. pH 3.5-4 was obtained by mixing the different constituents according to the following process
In a planetary mixer are successively introduced - water, - carrageenans, - sodium pyroglutamate, - lactic acid
Thermostat at 30 C + 5 C; 10 minutes are mixed between each introduction step.
Le produit présente les propriétés suivantes - gel de couleur blanc-crème, opalescent, - pH 3,5-4 - viscosité à 20"C : 48 000 + 250 cps - viscosité à 37"C : 49 800 i 1000 cps
Il ne nécessite pas d'agents de conservation.The product has the following properties - cream-white, opalescent gel, - pH 3.5-4 - viscosity at 20 "C: 48,000 + 250 cps - viscosity at 37" C: 49,800 i 1,000 cps
It does not require preservatives.
Après conditionnement de la préparation dans des applicateurs de 2,5 g, la tolérance générale et le maintien in situ du produit ont été évalués chez trois femmes. Aucune gêne, irritation ou écoulement n'a été observé. After packaging the preparation in 2.5 g applicators, the general tolerance and in situ maintenance of the product were evaluated in three women. No discomfort, irritation or discharge was observed.
Comparé avec un produit de type émulsion huile dans l'eau contenant de la glycérine et un agent d'épaississement, le gel selon la présente invention présente les avantages suivants
Une viscosité et un pH identiques (pH : 3,5-4) (Méthode Pharmacopée
Française Xème Edition)
Une teneur en eau supérieure de 10 % (Méthode Pharmacopée Française
Xème Edition)
Un pouvoir d'adhésion supérieur de 20 % (Méthode: mesure de la force
de séparation de plaques soumises à des poids progressifs).Compared with an oil-in-water emulsion type product containing glycerin and a thickening agent, the gel according to the present invention has the following advantages
Identical viscosity and pH (pH: 3.5-4) (Pharmacopoeia method
French Xth Edition)
10% higher water content (French Pharmacopoeia Method
Xth Edition)
20% greater adhesion power (Method: force measurement
separation of plates subjected to progressive weights).
Un pouvoir lubrifiant supérieur de 30 % (Méthode : mesure de la force
de déplacement de plaques soumises à un poids constant).30% greater lubricity (Method: force measurement
displacement of plates subjected to a constant weight).
Un pouvoir filmogène supérieur qui est la résultante des deux mesures
précédentes qui peuvent être visualisées en séchant une mince couche
de la préparation. Il se forme un film fortement hydrophile, souple,
résistant dans le cas du produit selon la présente invention ; l'émulsion
sus-mentionnée ne produit rien de semblable. A higher film-forming power which is the result of the two measurements
which can be viewed by drying a thin layer
of preparation. A highly hydrophilic, flexible film is formed,
resistant in the case of the product according to the present invention; the emulsion
the above does not produce anything similar.
Claims (12)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9209557A FR2694194B1 (en) | 1992-07-31 | 1992-07-31 | Hydrating gel, medicament and cosmetic composition containing it, process for the preparation of said gel. |
| PCT/FR1993/000769 WO1994003186A1 (en) | 1992-07-31 | 1993-07-27 | Vaginal mucoadhesive gel, medicament containing it and its method of preparation |
| CA 2120345 CA2120345A1 (en) | 1992-07-31 | 1993-07-27 | Vaginal mucoadhesive gel, medicament containing it and its method of preparation |
| EP93917832A EP0606457A1 (en) | 1992-07-31 | 1993-07-27 | Vaginal mucoadhesive gel, medicament containing it and its method of preparation |
| JP6505050A JPH08500578A (en) | 1992-07-31 | 1993-07-27 | Mucoadhesive vaginal gel, pharmaceutical containing the same, and method for producing gel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9209557A FR2694194B1 (en) | 1992-07-31 | 1992-07-31 | Hydrating gel, medicament and cosmetic composition containing it, process for the preparation of said gel. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2694194A1 true FR2694194A1 (en) | 1994-02-04 |
| FR2694194B1 FR2694194B1 (en) | 1994-11-04 |
Family
ID=9432529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR9209557A Expired - Fee Related FR2694194B1 (en) | 1992-07-31 | 1992-07-31 | Hydrating gel, medicament and cosmetic composition containing it, process for the preparation of said gel. |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0606457A1 (en) |
| JP (1) | JPH08500578A (en) |
| CA (1) | CA2120345A1 (en) |
| FR (1) | FR2694194B1 (en) |
| WO (1) | WO1994003186A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1764088A1 (en) * | 2005-08-24 | 2007-03-21 | Stephen B. Roman | Thixotropic personal lubricant containing carageenan |
| FR2912656A1 (en) * | 2007-02-15 | 2008-08-22 | Dermaconcept Jmc Sarl | Pharmaceutical composition of oil-in-oil emulsion, useful to manufacture product to treat vaginal dryness, comprises mixture of glycerin, paraffin gel and/or their derivatives, perfluorinated oils, gellfied lipids and polysaccharides |
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|---|---|---|---|---|
| KR970061240A (en) * | 1996-02-26 | 1997-09-12 | 이우용 | Composition for rectal administration of a drug which receives first-pass effect in the liver |
| KR970064597A (en) * | 1996-03-21 | 1997-10-13 | 황규언 | Composition for rectal administration of drugs with gastrointestinal disorders or gastric acid degradation |
| SE9803240D0 (en) | 1998-09-24 | 1998-09-24 | Diabact Ab | A pharmaceutical composition having a rapid action |
| EP1158957A4 (en) | 1999-02-24 | 2004-12-15 | Dong Wha Pharm Ind Co Ltd | Liquid suppository composition of diclofenac sodium |
| AT411327B (en) * | 2001-08-23 | 2003-12-29 | Heil Bettina | Fast absorption rectal suppository for treating hormone deficiency, comprises progesterone or its precursor dehydroepiandrosterone and unsaturated, unesterified fatty acid(s) |
| JO3456B1 (en) | 2015-05-13 | 2020-07-05 | H Lundbeck As | Vortioxetine pyroglutamate |
| US10562872B2 (en) | 2016-02-08 | 2020-02-18 | H. Lundbeck A/S | Synthesis of 1-[2-(2,4-dimethyl-phenylsulfanyl)-phenyl]piperazine |
| JP7288090B2 (en) | 2019-06-14 | 2023-06-06 | ザ プロクター アンド ギャンブル カンパニー | Leave-in oral care composition |
| BR112021024274A2 (en) * | 2019-06-14 | 2022-01-11 | Procter & Gamble | Compositions for rinse-free oral care |
| MX2021015129A (en) | 2019-06-14 | 2022-01-24 | Procter & Gamble | Leave-on oral care compositions. |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085737A1 (en) * | 1970-03-24 | 1971-12-31 | Itek Corp | |
| EP0125759A2 (en) * | 1983-03-17 | 1984-11-21 | Warner Lambert Holland B.V. | Topical composition of antibiotics for application to the mucosa |
| EP0362668A1 (en) * | 1988-10-06 | 1990-04-11 | Degussa Aktiengesellschaft | Derivatives of 2-pyrrolidone-5-carboxylic acid, and process for their preparation |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02196717A (en) * | 1988-10-07 | 1990-08-03 | Block Drug Co Inc | Periodontitis therapy |
| CA2018471A1 (en) * | 1989-07-28 | 1991-01-28 | Ian W. Kellaway | Mucoadhesive hydrogels delivery system |
-
1992
- 1992-07-31 FR FR9209557A patent/FR2694194B1/en not_active Expired - Fee Related
-
1993
- 1993-07-27 EP EP93917832A patent/EP0606457A1/en not_active Withdrawn
- 1993-07-27 CA CA 2120345 patent/CA2120345A1/en not_active Abandoned
- 1993-07-27 WO PCT/FR1993/000769 patent/WO1994003186A1/en not_active Application Discontinuation
- 1993-07-27 JP JP6505050A patent/JPH08500578A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085737A1 (en) * | 1970-03-24 | 1971-12-31 | Itek Corp | |
| EP0125759A2 (en) * | 1983-03-17 | 1984-11-21 | Warner Lambert Holland B.V. | Topical composition of antibiotics for application to the mucosa |
| EP0362668A1 (en) * | 1988-10-06 | 1990-04-11 | Degussa Aktiengesellschaft | Derivatives of 2-pyrrolidone-5-carboxylic acid, and process for their preparation |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1764088A1 (en) * | 2005-08-24 | 2007-03-21 | Stephen B. Roman | Thixotropic personal lubricant containing carageenan |
| FR2912656A1 (en) * | 2007-02-15 | 2008-08-22 | Dermaconcept Jmc Sarl | Pharmaceutical composition of oil-in-oil emulsion, useful to manufacture product to treat vaginal dryness, comprises mixture of glycerin, paraffin gel and/or their derivatives, perfluorinated oils, gellfied lipids and polysaccharides |
| WO2008129153A1 (en) * | 2007-02-15 | 2008-10-30 | Dermaconcept Jmc | Oil-in-oil emulsion-type pharmaceutical composition |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2694194B1 (en) | 1994-11-04 |
| JPH08500578A (en) | 1996-01-23 |
| EP0606457A1 (en) | 1994-07-20 |
| CA2120345A1 (en) | 1994-02-17 |
| WO1994003186A1 (en) | 1994-02-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| TP | Transmission of property | ||
| ST | Notification of lapse |