WO1997046243A1 - Aerosol nasal contenant un steroide intranasal et un antihistaminique - Google Patents

Aerosol nasal contenant un steroide intranasal et un antihistaminique Download PDF

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Publication number
WO1997046243A1
WO1997046243A1 PCT/US1997/009518 US9709518W WO9746243A1 WO 1997046243 A1 WO1997046243 A1 WO 1997046243A1 US 9709518 W US9709518 W US 9709518W WO 9746243 A1 WO9746243 A1 WO 9746243A1
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Prior art keywords
mixtures
safe
effective amount
acceptable salts
present
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PCT/US1997/009518
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English (en)
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Patricia Elaine Koochaki
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The Procter & Gamble Company
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Priority to CA002256721A priority Critical patent/CA2256721A1/fr
Priority to AU31537/97A priority patent/AU3153797A/en
Priority to JP10500771A priority patent/JPH11511758A/ja
Priority to EP97926878A priority patent/EP0954318A1/fr
Priority to BR9709650A priority patent/BR9709650A/pt
Publication of WO1997046243A1 publication Critical patent/WO1997046243A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents

Definitions

  • the present invention relates to novel nasal spray compositions comprising a safe and effective amount of a glucocorticosteroid and an antihistamine.
  • Allergic disorders remain a leading cause of both acute and chronic illnesses the world over. These illnesses are often times present in the form of acute or chronic rhinitis.
  • the symptoms of allergic rhinitis are nasal, ocular and palatial irritation, sneezing and hypersecretion. These symptoms occur following exposure to allergens.
  • the main allergens are usually grass and/or tree pollens, hence, allergic rhinitis is common during the spring and summer months.
  • the symptoms of allergic rhinitis are believed to be due to the stimulation of H-l receptors by histamine, followed by reflexive activation of parasympathetic nerves causing increases in nasal secretion and obstruction. Histamine is initially released from the tissue mast cells upon sensitization of the mast cells. This sensitization results when airborne allergens combine with specific IgE antibodies attached to mast cell membranes.
  • Antihistamines and/or decongestants have traditionally been the drugs of choice in treating allergic rhinitis.
  • Other forms of therapy include the use of cromolyn sodium, hypertonic salt solutions or immunotherapy.
  • Hagen et al. U.S. Patent 4.767.612. discloses nasal corticosteroid therapy as an effective means of treating allergic rhinitis; and is herein incorporated by reference.
  • the effectiveness of these compounds is limited, however, by the slow onset of action characteristic of nasal corticosteroids (activity generally occurring anywhere from 1-3 days) and, occasionally, the occurrence of "break-through" symptoms. For similar reasons, such products also tend to limit consumer compliance.
  • compositions of the present invention also provide improved relief of those symptoms generally associated with either seasonal or perennial allergic rhinitis. Additionally, combining the antihistamine with the nasal steroid results in improved symptom relief (e.g., improved nasal and ocular symptom relief). Furthermore, intranasal administration of antihistamines requires dosage amounts less than those associated with oral administration, thereby reducing potentially annoying side effects (e.g., drowsiness). By addressing such problems, the compositions of the present invention also help in improving overall patient compliance.
  • an object of the present invention to provide pharmaceutical compositions having improved effectiveness in the treatment of symptoms generally associated with either seasonal or perennial allergic rhinitis.
  • Another object of the present invention is to provide an irritant free pharmaceutical composition for use in the treatment of symptoms generally associated with either seasonal or perennial allergic rhinitis.
  • a further object of the present invention is to provide a safe and effective method for treating seasonal or perennial allergic rhinitis.
  • compositions for nasal administration comprising: a) a safe and effective amount of a glucocorticoid selected from the group consisting of beclomethasone, flunisolide, fluticasone, memetasone, budesonide, pharmaceutically acceptable salts thereof and mixtures thereof; b) a safe and effective amount of a fast acting antihistamine selected from the group consisting of acrivastine, carbinoxamine, diphenhydramine, chloropheniramine, brompheniramine, dexchloropheniramine, doxylamine, clemastine, promethazine, trimeprazine, methdilazine, hydroxyzine, pyrilamine, rocastine, tripelennamine, meclizine, triprolidine, azatadine, cyproheptadine, phenindamine pharmaceutically acceptable salts thereof and mixtures thereof; and c.)
  • the present invention also relates to a method for the treatment of symptoms associated with seasonal or perennial allergic rhinitis comprising the administration of a safe and effective amount of the intranasal pharmaceutical compositions of the present invention.
  • symptoms associated with seasonal or perennial allergic rhinitis is meant ocular and palatial irritation, sneezing, mucoid hypersecretion, nasal congestion and itching.
  • safety and effective amount is an amount that is effective to mitigate and/or treat the symptoms for which the active ingredient is indicated in a human without undue adverse side effects commensurate with a reasonable risk/benefit ratio.
  • fast acting refers to an onset of action which occurs within 15-30 minutes after administration.
  • the pH of the compositions is preferably from about 5 to about 9, more preferably from about 5.5 to about 7.
  • compositions of the present invention contain the essential components as well as various optional components as indicated below.
  • compositions of the present invention are for nasal administration and contain a therapeutically safe and effective amount of the pharmaceutical agents described herein. They are preferably provided as isotonic aqueous solutions, suspensions or viscous compositions which may be buffered to a selected pH.
  • Glucocorticoid agents most useful to the present invention include those selected from the group consisting of beclomethasone, flunisolide, fluticasone, memetasone, budesonide, pharmaceutically acceptable salts thereof and mixtures thereof.
  • the glucocorticoid component is preferably present at a concentration of from about 0.001% to about 0.1%, more preferably from about 0.01 % to about 0.1 %.
  • Antihistamines most useful to the present invention are histamine H-l receptor antagonists which are fast acting.
  • H-l receptor antihistamines may be selected from among the following groups of antihistamines: alkylamines, ethanolamines, ethylenediamines, piperazines, phenothiazines, piperidines.
  • Examples of useful fast acting antihistamines include acrivastine, carbinoxamine, diphenhydramine, chloropheniramine, brompheniramine, dexchloropheniramine, doxylamine, clemastine, promethazine, trimeprazine, methdilazine, hydroxyzine, pyrilamine, tripelennamine, meclizine, triprolidine, azatadine, cyproheptadine, rocastine, phenindamine or pharmaceutically acceptable salts and mixtures thereof.
  • the antihistamine additionally improves the delivery of the glucocorticoid, improving the glucocorticoid's onset of action.
  • the antihistamine component is preferably present at a concentration of from about 0.01% to about 3.0%, more preferably from about 0.01% to about 1%.
  • the nasal composition is isotonic, i.e., it has the same osmotic pressure as blood and lacrimal fluid.
  • the desired isotonicity of the compositions of this invention may be accomplished using, for example, the sodium chloride already present, or other pharmaceutically-acceptable agents such as dextrose, boric acid, citric acid, sodium tartrate, sodium phosphate, potassium phosphate, propylene glycol or other inorganic or organic solutes.
  • Sodium chloride is preferred particularly for buffers containing sodium ions. Further examples of sodium choride equivalents are disclosed in Remington's Pharmaceutical Sciences pp. 1491-1497 (Alfonso Gennaro 18th ed. 1990), which is herein inco ⁇ orated by reference.
  • aqueous, isotonic saline solution carriers are aqueous, isotonic saline solution carriers. These solutions which generally contain sodium chloride as the salt are fully described in Remington's Pharmaceutical Sciences, 17th edition (1985) p. 835, which is herein incorporated by reference.
  • the salt is present in the solution at a level of about 0.01% to about 2%, preferably from about 0.5% to about 1.0% and most preferably from about 0.5% to about 0.75%.
  • any of the above described antihistamines and glucocorticoids can be conveniently administered nasally to warm-blooded animals to elicit the desired therapeutic response by formulating it into a nasal dosage form, together with a nontoxic pharmaceutically-acceptable nasal carrier.
  • Suitable nontoxic pharmaceutically-acceptable nasal carriers are known to those skilled in the art and are also fully disclosed in Remington's Pharmaceutical Sciences, 17th edition, 1985. Obviously, the choice of suitable carrier forms will depend on the exact nature of the particular nasal dosage form required, e.g., whether the drug is to be formulated into a nasal solution (for use as drops or as a spray), a nasal suspension, a nasal ointment, a nasal gel or another nasal form.
  • Preferred nasal dosage forms are solutions, suspensions and gels, which normally contain sodium chloride in a major amount of water (preferable purified water) in addition to the antihistamine and glucocorticoid. Minor amounts of other ingredients such as pH adjusters (e.g., a base such as NaOH), emulsifiers or dispersing agents, buffering agents, preservatives, wetting agents and jelling agents (e.g., methylcellulose) may also be present.
  • pH adjusters e.g., a base such as NaOH
  • emulsifiers or dispersing agents e.g., a base such as NaOH
  • buffering agents e.g., preservatives
  • wetting agents and jelling agents e.g., methylcellulose
  • the composition is applied to the nasal mucosa via topical application of a safe and effective amount of the composition to treat nasal symptoms.
  • the amount of the antihistamine and glucocorticoid combination and frequency of topical application to the nasal mucosa may vary, depending upon personal needs, but it is suggested, as an example, that topical application range from about once per day to about three times daily, preferably twice daily, most preferably once daily.
  • the selected therapeutic compositions will normally be prepared in unit dosage forms or actuations to contain therapeutically effective amounts of the selected antihistamine and glucocorticoid combination. In specific instances fractions of these dosage units or multiple dosage units will be employed.
  • dosage units may be prepared to deliver from about 0.5 meg to about 50 meg of the glucocorticoid agent and from about 5 mg to about 75 mg of the antihistaminic agent per dose (e.g., 50 mg to about 150 mg of the spray composition).
  • a typical dose contains one to three sprays per nostril.
  • An additional antihistamine may be optionally incorporated into the compositions of the present invention.
  • Such antihistamines would preferably include those having a durations of action greater than 6 hours.
  • Examples of such antihistamines include terfenadine, azelastine, cetirizine, astemizole, ebastine, ketotifen, lodoxamide, loratadine, levocabastine, mequitazine, oxatomide, setastine, tazifylline, temelastine or pharmaceutically acceptable salts and mixtures thereof.
  • Active metabolites of the above antihistamines may also be used. Examples of such metabolites are disclosed in U.S.
  • Patents 3,878,217 and 4,254,129 issued April 15, 1975 and March 3, 1981, respectively, to Carr et al.; U.S. Patent 5,375,693, issued December 27, 1994, to Woosley et al.; and European Patent 648759, each of which are herein incorporated by reference in their entirety.
  • Optional ingredients useful in the present invention include decongestants.
  • Decongestants useful to the present invention may be selected from among the class of sympathomimetic agents; examples of which include pseudoephedrine, desoxyephedrine, propylhexedrine, phenylpropanolamine, xylometazoline, phenylephrine, tetrahydrozoline, naphazoline, oxymetazoline, tramazoline and pharmaceutically acceptable salts thereof.
  • Also useful as decongestants are the 5-(2-imidazolinylamino)benzimedazole compounds. Mixtures of these decongestants can also be used.
  • the sympathomimetic agents may be incorporated at concentrations, preferably, of from about 0.01% to about 0.5%, more preferably from about 0.05% to about 0.1 %.
  • compositions of the present invention may also contain a xanthine derivative such as caffeine and methylxanthine and the like.
  • the xanthine derivative may preferably be inco ⁇ orated at concentrations of from about 0.01% to about 1%, most preferably from about 0.1% to about 0.5. Mixtures of xanthine derivatives may also be inco ⁇ orated.
  • the compositions of the present invention may also contain antiallergics. Suitable antiallergics include, but are not limited to, cromolyn, ketotifen, N-allyl-(dichloro-3, 4- benzyl)-2-methylamino-2-propanol-l, AP-582 (Pharmaprojects No.
  • nonopiate analgesics such as oxaprozin.
  • oxaprozin is described in Namiki et al., Studies on improvement of pharmaceutical preparations prescribed in hospitals. VI. oxaprozin nasal sprav. Drug Design and Delivery 1988;2:pp. 311-321, herein incorporated by reference.
  • nonopiate analgesics include, but are not limited to, acetaminophen, acetylsalicylic acid, ibuprofen, etodolac, fen- buprofen, fenoprofen, ketorolac, flurbiprofen, indomethacin, ketoprofen, naproxen, pharmaceutically-acceptable salts thereof, optically active racemates thereof and mixtures thereof.
  • Preferred for use herein are the S(+) isomers of the nonopiate analgesics.
  • Still further examples of such drugs are disclosed in U.S. Patent No. 4,522,828, to Sunshine et al., issued June 11, 1985; this patent being inco ⁇ orated herein by reference in its entirety.
  • Synthetic opiate analgesics such as buto ⁇ hanol may also be inco ⁇ orated into the compositions of the present invention.
  • the intranasal use of buto ⁇ hanol is described in Baumel, Migraine: A pharmacologic review with newer options and delivery modalities. Neurology 1994;44(supp):pp. sl3-sl7, herein inco ⁇ orated by reference.
  • Further examples of preferred synthetic opioid analgesics include alfentanil, bupreno ⁇ hine, fentanyl, meperidine, methadone, nalbuphine, natrexone, propoxyphene, pentazocine, sufenanil, pharmaceutically-acceptable salts thereof and mixtures thereof.
  • Leukotriene receptor antagonists may also be incorporated into the compositions of the present invention. Suitable examples include, but are not limited to, experimental agents such as Zafirlukast (Accolate, Zeneca), MK-571 (Merck, Sha ⁇ and Dohme), LY171883, Wy-45,911, LY163443, ONO-RS-411 and ONO-RS-347 and ICI 198,615.
  • Zafirlukast Acolate, Zeneca
  • MK-571 Merck, Sha ⁇ and Dohme
  • LY171883, Wy-45,911, LY163443, ONO-RS-411 and ONO-RS-347 and ICI 198,615.
  • a more detailed discussion of leukotriene receptor antagonists is found in European Patent Application 318093, and Fleisch, J. H., Development of Cysteinyl Leukotriene Receptor Antagonists. Vol. 12 Advances in Inflammation Research 173-189 (A. Lewis et al. ed
  • Lipoxygenase inhibiting compounds may also be inco ⁇ orated into the compositions of the present invention. Suitable examples are discussed in U.S. Patent 4,873,259, to Summers et al., issued October 10 1989 and U.S. Patent 5,037,853, to Brooks et al., issued August 6, 1991, both of which are herein inco ⁇ orated by reference in their entirety.
  • aromatic components e.g., aldehydes and esters
  • aromatics include, for example, menthol, camphor, eucalyptol, benzaldehyde (cherry, almond); citral (lemon, lime); neral; decanal (orange, lemon); aldehyde C-8, aldehyde C-9 and aldehyde C-12 (citrus fruits); tolyl aldehyde (cherry, almond); 2,6-dimethyl-octanal (green fruit); and 2-dodecenal (citrus, mandarin).
  • Additional aromatic components suitable for use in the present invention include those described in U.S. Patent 4.136.163 to Watson et al., U.S. Patent 4.459.425 to Amano et al., and U.S. Patent 4.230.688 to Rowsell et al.; all of which are herein incorporated by reference. Mixtures of these aromatics can also be used.
  • Viscosity of the compositions may be maintained at the selected level using a pharmaceutically-acceptable thickening agent.
  • Methyl cellulose is preferred because it is readily and economically available and is easy to work with.
  • Other suitable thickening agents include, for example, xanthan gum, microcrystalline cellulose, carboxymethyl cellulose, chitosan, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, carboxyvinyl polymer, carbomer, and the like or pharmaceutical salts thereof. Mixtures of such thickening agents may also be used. The preferred concentration of the thickener will depend upon the agent selected. The important point is to use an amount which will achieve the selected viscosity. Viscous compositions are normally prepared from solutions by the addition of such thickening agents.
  • compositions within the scope of this invention will contain from about 0.01% to about 5% of a humectant to inhibit drying of the mucous membrane and to prevent irritation.
  • a humectant to inhibit drying of the mucous membrane and to prevent irritation.
  • Any of a variety of pharmaceutically-acceptable humectants can be employed including, for example sorbitol, propylene glycol, polyethylene glycol, glycerol or mixtures thereof.
  • the concentration will vary with the selected agent, although the presence or absence of these agents, or their concentration is not an essential feature of the invention.
  • Enhanced abso ⁇ tion across the nasal membrane can be accomplished employing a therapeutically acceptable surfactant.
  • Typical useful surfactants for these therapeutic compositions include polyoxyethylene derivatives of fatty acid partial esters of sorbitol anhydrides such as Polysorbate 80, Polyoxyl 40 Stearate, Polyoxylethylene 50 Stearate and Octoxynol, as well as Oxyethylated tertiary octyl phenol formaldehyde polymer (available from Sterling Organics as tyloxapol) or mixtures thereof.
  • the usual concentration is from 0.5% to 10% based on the total weight.
  • a pharmaceutically-acceptable preservative is generally employed to increase the shelf life of the compositions of the present invention.
  • Benzyl alcohol is suitable, although a variety of preservatives including, for example, parabens, phenylethyl alcohol, thimerosal, chlorobutanol, phenylmecuric acetate or benzalkonium chloride may also be employed.
  • the most preferred preservative system for use herein comprises a combination of benzalkonium chloride, chlorhexidine gluconate and disodium EDTA.
  • a suitable concentration of the preservative will be from 0.001% to 2% based on the total weight, although there may be appreciable variation depending upon the agent selected Mixtures of these preservatives may also be used.
  • Optional Components may be added to the emulsion compositions of the present invention. These additional ingredients include various polymers for aiding the film-forming properties and substantivity of the formulation, preservatives for maintaining the antimicrobial integrity of the compositions, antioxidants, and agents suitable for aesthetic purposes such as fragrances, pigments, and colorings.
  • compositions can also contain low levels of insoluble ingredients added, for example for visual effect purposes, e.g. thermochromic liquid crystalline materials such as the microencapsulated cholesteryl esters and chiral nematic (nonsterol) based chemicals such as the (2-methylbutyl) phenyl 4-alkyl(oxy)benzoates available frorr Hallcrest, Glenview, Illinois 60025, U.S.A., Mixtures of these and the above ingrediem. may also be used.
  • thermochromic liquid crystalline materials such as the microencapsulated cholesteryl esters and chiral nematic (nonsterol) based chemicals
  • nonsterol chiral nematic
  • Example I The intranasally administered pharmaceutical composition of the present invention is prepared by combining the following components utilizing conventional mixing techniques similar to that described below.
  • Component Wgt % beclomethasone diproprionate, monohydrate 0.042 chlo ⁇ heniramine 0.500 avicel RC - 591 1 1.200 dextrose 5.100 polysorbate 80 0.050 benzalkonium chloride 0.020 phenylethyl alcohol 0.025 distilled water q.s. 100ml
  • microcrystalline cellulose and sodium carboxymethyl cellulose, supplied FMC Co ⁇ oration microcrystalline cellulose and sodium carboxymethyl cellulose, supplied FMC Co ⁇ oration.
  • the above listed ingredients are added one at a time to water with mixing, allowing each to dissolve before adding the next. After all the ingredients have been added, purified water is used to bring the batch to the appropriate weight.
  • composition is used for topical nasal application to provide relief from allergy or allergy-like symptoms.
  • Example II The intranasally administered pharmaceutical composition of the present invention is prepared by combining the following components utilizing conventional mixing techniques similar to that described in Example I.
  • composition is used for topical nasal application to provide relief from allergy or allergy-like symptoms.
  • Example III The intranasally administered pharmaceutical composition of the present invention is prepared by combining the following components utilizing conventional mixing techniques similar to that described in Example I.
  • composition is used for topical nasal application to provide relief from allergy or allergy-like symptoms.
  • Example IV The intranasally administered pharmaceutical composition of the present invention is prepared by combining the following components utilizing conventional mixing techniques similar to that described in Example I.
  • substantially similar results are also obtained using, in whole or in part, equivalent amounts of other glucocorticoid agents such as fluticasone, mometasone, budesonide, pharmaceutically acceptable salts thereof and mixtures thereof or by using, in whole or in part, equivalent amounts of other fast acting antihistamines such as carbinoxamine, diphenhydramine, brompheniramine, dexchloropheniramine, doxylamine, clemastine, promethazine, rocastine, trimeprazine, methdilazine, hydroxyzine, pyrilamine, tripelennamine, meclizine, triprolidine, azatadine, cyproheptadine, phenindamine, pharmaceutically acceptable salts thereof and mixtures thereof.
  • other fast acting antihistamines such as carbinoxamine, diphenhydramine, brompheniramine, dexchloropheniramine, doxylamine, clemastine, promet
  • compositions may also contain a sympathomimetic amine such as pseudoephedrine, phenylpropanolamine, phenylephrine, tetrahydrozoline, naphazoline, oxymetazoline, tramazoline, 5-(2-imidazolinylamino)benzimedazoles, pharmaceutically acceptable salts thereof and mixtures thereof.
  • a sympathomimetic amine such as pseudoephedrine, phenylpropanolamine, phenylephrine, tetrahydrozoline, naphazoline, oxymetazoline, tramazoline, 5-(2-imidazolinylamino)benzimedazoles, pharmaceutically acceptable salts thereof and mixtures thereof.

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Abstract

Compositions pharmaceutiques d'administration nasale qui comprennent (a) une quantité efficace et sûre d'un glucocorticoïde choisi parmi béclométhasone, flunisolide, fluticasone, mémétasone, budésonide, des sels pharmaceutiquement acceptables et des mélanges desdites substances, (b) une quantité sûre et efficace d'un antihistaminique à action rapide choisi parmi acrivastine, carbinoxamine, diphènhydramine, chlorophéniramine, bromphéniramine, dexchlorophéniramine, doxylamine, clémastine, prométhazine, triméprazine, méthdilazine, hydroxyzine, pyrilamine, rocastine, tripelennamine, méclizine, tripolidine, azatadine, cyproheptadine, phénindamine, des sels pharmaceutiquement acceptables et des mélanges desdites substances et (c) un excipient aqueux intranasal. Ladite composition est exempte de capsaicine et, de préférence, exempte de poudres ou de granules. La présente invention concerne également un procédé de traitement de symptômes associés à la rhinite allergique saisonnière ou apériodique, qui consiste à administrer une quantité sûre et efficace desdites compositions pharmaceutiques intranasales.
PCT/US1997/009518 1996-06-04 1997-06-03 Aerosol nasal contenant un steroide intranasal et un antihistaminique WO1997046243A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CA002256721A CA2256721A1 (fr) 1996-06-04 1997-06-03 Aerosol nasal contenant un steroide intranasal et un antihistaminique
AU31537/97A AU3153797A (en) 1996-06-04 1997-06-03 A nasal spray containing an intranasal steroid and an antihistamine
JP10500771A JPH11511758A (ja) 1996-06-04 1997-06-03 鼻腔用ステロイドと抗ヒスタミン剤を含む鼻腔内噴霧薬
EP97926878A EP0954318A1 (fr) 1996-06-04 1997-06-03 Aerosol nasal contenant un steroide intranasal et un antihistaminique
BR9709650A BR9709650A (pt) 1996-06-04 1997-06-03 Aerosol nasal contendo um esteróide intransal e um anti-histamínico

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US65750696A 1996-06-04 1996-06-04
US08/657,506 1996-06-04

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WO1997046243A1 true WO1997046243A1 (fr) 1997-12-11

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JP (1) JPH11511758A (fr)
AU (1) AU3153797A (fr)
BR (1) BR9709650A (fr)
CA (1) CA2256721A1 (fr)
WO (1) WO1997046243A1 (fr)

Cited By (47)

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FR2756739A1 (fr) * 1996-12-05 1998-06-12 Astra Ab Nouvelle formulation de budesonide
WO1999032125A1 (fr) * 1997-12-23 1999-07-01 Schering Corporation Composition pour le traitement de maladies respiratoires et cutanees, comprenant au moins un antagoniste de leucotriene et au moins un antihistamine
EP0938345A1 (fr) * 1996-07-03 1999-09-01 Rhone-Poulenc Rorer Pharmaceuticals, Inc. Composition pharmaceutique a base aqueuse
WO1999052555A1 (fr) * 1998-04-14 1999-10-21 Sepracor Inc. Methodes et compositions d'utilisation de norastemizole en combinaison avec des inhibiteurs de leucotriene
WO2000032173A1 (fr) * 1998-11-30 2000-06-08 Warner-Lambert Company Dissolution amelioree de chlorhydrate de triprolidine
EP1020233A1 (fr) 1999-01-13 2000-07-19 The Procter & Gamble Company Système de dosage et de distribution
DE19924525A1 (de) * 1999-05-28 2000-11-30 Ruediger Scheunemann Kombination eines modernen topischen Glukokortikosteroids mit abschwellenden Nasentropfen
WO2001007019A2 (fr) * 1999-07-27 2001-02-01 Zambon Group S.P.A. Utilisation de n-acetyle cysteine pour la preparation de compositions pharmaceutiques topiques destinees au traitement de pathologies allergiques des voies respiratoires
WO2001010409A1 (fr) * 1999-08-07 2001-02-15 Glaxo Wellcome Kabushiki Kaisha Formulation nasale aqueuse
WO2002019995A2 (fr) * 2000-09-07 2002-03-14 Glaxo Group Limited Utilisation d'une combinaison pharmaceutique
WO2002036591A2 (fr) * 2000-10-31 2002-05-10 Boehringer Ingelheim Pharma Gmbh & Co. Kg Formulation d'une solution d'inhalation contenant un sel de tiotropium
WO2002036163A2 (fr) * 2000-10-31 2002-05-10 Boehringer Ingelheim Pharma Gmbh & Co. Kg Nouvelles compositions de medicaments
JP2003510275A (ja) * 1999-09-30 2003-03-18 フィアトリス ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディトゲゼルシャフト ロテプレドノールと抗ヒスタミン薬の新規な組み合わせ物
WO2003066026A1 (fr) * 2002-02-04 2003-08-14 Glaxo Group Limited Formulation pharmaceutique comprenant un derive d'androstane et un agent de solubilisation dans un support liquide aqueux
US6750210B2 (en) 2000-08-05 2004-06-15 Smithkline Beecham Corporation Formulation containing novel anti-inflammatory androstane derivative
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JPH11511758A (ja) 1999-10-12
BR9709650A (pt) 1999-08-10

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