US20040057907A1 - Dri-nasal sprays - Google Patents
Dri-nasal sprays Download PDFInfo
- Publication number
- US20040057907A1 US20040057907A1 US10/406,869 US40686903A US2004057907A1 US 20040057907 A1 US20040057907 A1 US 20040057907A1 US 40686903 A US40686903 A US 40686903A US 2004057907 A1 US2004057907 A1 US 2004057907A1
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- Prior art keywords
- composition
- bio
- active material
- glycol
- carrier
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Classifications
-
- 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
- A61K9/0043—Nose
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
Definitions
- decongestants are commercially available and are used to give various lengths of relief from 4 hours up to 12 hours. All of these decongestants are water soluble and are delivered in aqueous spray Systems.
- the decongestant solutions are delivered by spray from either a flexible plastic container that produces a mist when squeezed or by a hand operated mechanical pump.
- the mucous layer lining the epithelium represents a barrier to drug absorption along with mucociliary clearance mechanisms of the nose leads to short residence time of aqueous systems at the site of absorption which limits the systemic availability of the drug.
- the invention is directed to compositions of incorporating an effective dosage of decongestant or other drug from a safe, non-aqueous, non-irritating, tastless and odorless liquid carrier system that delivers an extremely fine, non-dripping, warm, pleasant spray to the nasal cavity from either a squeeze bottle or pump spray system.
- a non-aqueous liquid spray composition for a bioactive material comprising a pharmacologically acceptable non aqueous liquid carrier in which said bioactive material is directly insoluble, a pharmacologically acceptable water insoluble ester of a water soluble acid soluble in said carrier, a pharmacologically acceptable water soluble glycol soluble in said ester, a pharmacologically acceptable water soluble bio-active material soluble in said glycol but directly insoluble, that is to say cannot be directly dissolved in in said carrier.
- the spray compositions of the present invention are produced by the sequential steps of dissolving the bio-active material in a glycol, dissolving the resultant solution in a water insoluble ester of a water soluble acid and dissolving said further resultant solution in a suitable carrier as discussed above.
- the spray compositions of the present invention containing the appropriate bio-active material may be administered to a subject in need of same by spraying a pharmacologically effective amount of such a composition into the nasal cavity of said subject.
- This may be done using any spray method, such as using a pump spray device or a squeeze bottle spray, the latter being inexpensive and especially suitable.
- the system of the present invention possesses several advantages over the aqueous nasal administration systems heretofore available. It provides a fine, warm, dripless, non-irritating spray, which, depending on the drug used, gives 4-12 hour decongestant relief. Because the system is non-aqueous, no preservatives are needed and the system will resist recontamination.
- the system is anhydrous, it will wet out and cling to the mucous membrane of the nasal passages. Being water resistant, it will resist removal by the mucocillary clearance mechanism; thereby allowing more contact time at the site.
- the drugs will partition from the system and be adsorbed by the mucosa giving faster onset of action and greater symptom relief.
- the spray compositions may also include conventional additives such as essential oils, fragrances, flavors, sweeteners, menthol, pepperment oil, pine tar, camphor, benzoin preparations, tolu, turpentine oil and the like.
- the carrier is a cyclopentasiloxane, preferably a polyalkylcyclopentasiloxxane an ethylene diglyceride, a propylene glyceride, and mixtures of said glycerides. It especially desirable that the carrier is decamethylcyclopentasiloxane, an ethylene diglyceride, a propylene diglyceride, a propylene triglyceride and mixtures of said glycerides, wherein the glyceride moieties are selected from the group consisting of caprilic and capric glycerides.
- the ester is a lactate ester, desirably it is a C 12 to C 18 alkyl lactate, preferably where the alkyl group is cetyl, lauryl, isostearyl and myristyl and mixtures thereof.
- the glycol is a C 3 to C 8 glycol, including but not limited to propylene, dipropylene, hexylene, 1,3-butylene, diethylene, triethylene, tetrapropylene and tetraethylene glycols, polyethylene glycol 200 and polypropylene glycol 425 amd 2-methyl-1,3-propane diol and mixtures thereof
- bio-active materials suitable for use in this invention include those selected from the group consisting of decongestants, antihistamines, analgesics such as butorphanol tartrateantitussives, anticholinergics, steroids, suitably corticosteroids such as triamcinolone acetonide antibiotics antispasmotics, such as beclamethasone dipropionate, brochodilators, such as ipratropium bromide, fluticasone pripionate, albuterol sulfate, vitamins, such as vitamine B-12 or cyanocobalamine, hormones, suitably peptide hormones such as calcitonin-salmon, antihypertensives such as propranolol, and antimicrobials.
- decongestants such as decongestants, antihistamines, analgesics such as butorphanol tartrateantitussives, anticholinergics, steroids, suitably corticosteroids such as triam
- bio-active material Especially suitable for purposes of this invention as the bio-active material are decongestants.
- decongestants Most suitably oxymetazoline, xylometazoline, naphazoline, phenylephrine, ephedrine in water soluble form especially when in the form of a pharmacologically acceptable salt, such as a hydrochloride or sulfate.
- the ranges of the components of the spray composition are suitably from about 50-about 90 wt. % of the carrier, from about 10-about 40 wt % of the water insoluble ester, from about 1 to about 5 wt. % of the water soluble glycol, and from about 0.01 to about 2 wt. % of the bio-active material, to a total wt % of 100.
- the ranges are from about 60 about 90 wt. % of the carrier, from about 10 about 30 wt % of the water insoluble ester, from about 1 to about 3 wt. % of the water soluble glycol and from about 0.01 to about 2 wt. % of the bio-active material.
- the sprays of the present invention are administered by spraying into the nasal cavity.
- the actual volume sprayed may lie between about 20 and about 80 micro liters. This amount is readily set by those skilled in the art of valve design for squeeze bottles and spray bottles.
- the dosage of bio-active delivered is determined by its concentration in the composition.
- the needed frequency of administration may be readily determined by those skilled in the art based on present knowledge and not requiring undue experimentation.
- Components # 1 and #2 are heated to 50° C. until clear and uniform then the batch is cooled the #3 is added with mixing and when clear, #4 is added and mixed. The batch may then be charged to a spray container in suitable quantities.
- Components # 1, #2 and #3 are heated to 50° C. until clear and uniform then the batch is cooled the #4 is added with mixing and when clear, #5 is added and mixed. The batch may then be charged to a spray container in suitable quantities.
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- Health & Medical Sciences (AREA)
- Otolaryngology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
There is provided non-aqueous liquid spray compositions comprising a pharmacologically acceptable non aqueous liquid carrier in which said bioactive material is directly insoluble, a pharmacologically acceptable water insoluble ester of a water soluble acid soluble in said carrier, a pharmacologically acceptable water soluble glycol soluble in said ester and a pharmacologically acceptable water soluble bio-active material soluble in said glycol but not directly soluble in the carrier. There are also provided methods of producing and administering such compositions.
Description
- This application is a continuation in part of applicants copending application Ser. No. 10/253,073, filed Sep. 23, 2002.
- Safe, non irritating, non aqueous spray compositions administrable via the nasal cavity.
- The use of nasal sprays to provide relief from the nasal stuffiness of colds and allergic rhinitis is widespread. Various sympathomimetic amines have been used to provide relief. Nasal decongestants stimulate the alpha-adrenergic receptors of the vascular smooth muscle. This constriction results in shrinkage of the engorged mucous membranes which promotes drainage; improves nasal ventilation and relieves the feeling of stuffiness.
- Many decongestants are commercially available and are used to give various lengths of relief from 4 hours up to 12 hours. All of these decongestants are water soluble and are delivered in aqueous spray Systems.
- The decongestant solutions are delivered by spray from either a flexible plastic container that produces a mist when squeezed or by a hand operated mechanical pump.
- These aqueous sprays are wet, cold and drip from the nose. They are very uncomfortable to use. Since they are aqueous based and the nozzle is inserted in the nostril, bacterial contamination of the product easily occurs. Nasal sprays are difficult to preserve.
- The mucous layer lining the epithelium represents a barrier to drug absorption along with mucociliary clearance mechanisms of the nose leads to short residence time of aqueous systems at the site of absorption which limits the systemic availability of the drug.
- The invention is directed to compositions of incorporating an effective dosage of decongestant or other drug from a safe, non-aqueous, non-irritating, tastless and odorless liquid carrier system that delivers an extremely fine, non-dripping, warm, pleasant spray to the nasal cavity from either a squeeze bottle or pump spray system.
- There is provided a non-aqueous liquid spray composition for a bioactive material comprising a pharmacologically acceptable non aqueous liquid carrier in which said bioactive material is directly insoluble, a pharmacologically acceptable water insoluble ester of a water soluble acid soluble in said carrier, a pharmacologically acceptable water soluble glycol soluble in said ester, a pharmacologically acceptable water soluble bio-active material soluble in said glycol but directly insoluble, that is to say cannot be directly dissolved in in said carrier.
- The spray compositions of the present invention are produced by the sequential steps of dissolving the bio-active material in a glycol, dissolving the resultant solution in a water insoluble ester of a water soluble acid and dissolving said further resultant solution in a suitable carrier as discussed above.
- The spray compositions of the present invention containing the appropriate bio-active material may be administered to a subject in need of same by spraying a pharmacologically effective amount of such a composition into the nasal cavity of said subject. This may be done using any spray method, such as using a pump spray device or a squeeze bottle spray, the latter being inexpensive and especially suitable.
- The system of the present invention possesses several advantages over the aqueous nasal administration systems heretofore available. It provides a fine, warm, dripless, non-irritating spray, which, depending on the drug used, gives 4-12 hour decongestant relief. Because the system is non-aqueous, no preservatives are needed and the system will resist recontamination.
- Furthermore because the system is anhydrous, it will wet out and cling to the mucous membrane of the nasal passages. Being water resistant, it will resist removal by the mucocillary clearance mechanism; thereby allowing more contact time at the site. The drugs will partition from the system and be adsorbed by the mucosa giving faster onset of action and greater symptom relief.
- The system works exceptionally well with all commercially available spray systems. In fact, the efficacy of squeeze bottle system is comparable to the more expensive pump spray delivery.
- All ingredients are safe for use in the nose. The esters and glycols used manifest a moisturizing effect which will keep the nasal tissues soft and supple thereby eliminating nasal dryness. In addition to the bio-active materials to be administered, the spray compositions may also include conventional additives such as essential oils, fragrances, flavors, sweeteners, menthol, pepperment oil, pine tar, camphor, benzoin preparations, tolu, turpentine oil and the like.
- Suitably the carrier is a cyclopentasiloxane, preferably a polyalkylcyclopentasiloxxane an ethylene diglyceride, a propylene glyceride, and mixtures of said glycerides. It especially desirable that the carrier is decamethylcyclopentasiloxane, an ethylene diglyceride, a propylene diglyceride, a propylene triglyceride and mixtures of said glycerides, wherein the glyceride moieties are selected from the group consisting of caprilic and capric glycerides.
- Suitably the ester is a lactate ester, desirably it is a C12 to C18 alkyl lactate, preferably where the alkyl group is cetyl, lauryl, isostearyl and myristyl and mixtures thereof.
- Preferably, the glycol is a C3 to C8 glycol, including but not limited to propylene, dipropylene, hexylene, 1,3-butylene, diethylene, triethylene, tetrapropylene and tetraethylene glycols, polyethylene glycol 200 and polypropylene glycol 425 amd 2-methyl-1,3-propane diol and mixtures thereof
- While the invention is not limited thereto, bio-active materials suitable for use in this invention include those selected from the group consisting of decongestants, antihistamines, analgesics such as butorphanol tartrateantitussives, anticholinergics, steroids, suitably corticosteroids such as triamcinolone acetonide antibiotics antispasmotics, such as beclamethasone dipropionate, brochodilators, such as ipratropium bromide, fluticasone pripionate, albuterol sulfate, vitamins, such as vitamine B-12 or cyanocobalamine, hormones, suitably peptide hormones such as calcitonin-salmon, antihypertensives such as propranolol, and antimicrobials.
- Especially suitable for purposes of this invention as the bio-active material are decongestants. Most suitably oxymetazoline, xylometazoline, naphazoline, phenylephrine, ephedrine in water soluble form especially when in the form of a pharmacologically acceptable salt, such as a hydrochloride or sulfate.
- The ranges of the components of the spray composition are suitably from about 50-about 90 wt. % of the carrier, from about 10-about 40 wt % of the water insoluble ester, from about 1 to about 5 wt. % of the water soluble glycol, and from about 0.01 to about 2 wt. % of the bio-active material, to a total wt % of 100. Preferably the ranges are from about 60 about 90 wt. % of the carrier, from about 10 about 30 wt % of the water insoluble ester, from about 1 to about 3 wt. % of the water soluble glycol and from about 0.01 to about 2 wt. % of the bio-active material.
- The sprays of the present invention are administered by spraying into the nasal cavity. The actual volume sprayed may lie between about 20 and about 80 micro liters. This amount is readily set by those skilled in the art of valve design for squeeze bottles and spray bottles. Thus the dosage of bio-active delivered is determined by its concentration in the composition. The needed frequency of administration may be readily determined by those skilled in the art based on present knowledge and not requiring undue experimentation.
- (All quantities are in wt. % unless otherwise noted)
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1. Oxymetazoline.HCl 0.05 2. Propylene Glycol 2.50 3. C12—C15 Alkyl Lactate 20.00 4. Dimethylcyclopentasiloxane 77.45 100.00 - Components # 1 and #2 are heated to 50° C. until clear and uniform then the batch is cooled the #3 is added with mixing and when clear, #4 is added and mixed. The batch may then be charged to a spray container in suitable quantities.
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1. Xylometazoline.HCl 0.10 2. Propylene Glycol 2.50 3. C12—C15 Alkyl Lactate 20.00 4. Cyclopentasiloxane 77.40 100.00 - This mixture is prepared in accordance with the procedures of Example #1
-
1. Phenylephrine.HCl 0.50 2. Propylene Glycol 5.00 3. C12—C15 Alkyl Lactate 30.00 4. Cyclopentasiloxane 64.50 100.00 - This mixture is prepared in accordance with the procedures of Example #1
-
1. Oxymetazoline.HCl 0.05 2. 1,3-Butylene Glycol 2.50 3. Lauryl Lactate 20.00 4. Cyclopentasiloxane 77.45 100.00 - This mixture is prepared in accordance with the procedures of Example #1
-
1. Oxymetazoline.HCl 0.05 2. Chlorpheniramine Maleate 0.20 3. Propylene Glycol 2.50 4. Myristyl Lactate 20.00 5. Cyclopentasiloxane 77.25 100.00 - Components # 1, #2 and #3 are heated to 50° C. until clear and uniform then the batch is cooled the #4 is added with mixing and when clear, #5 is added and mixed. The batch may then be charged to a spray container in suitable quantities.
-
1. Oxymetazoline.HCl 0.05 2. Propylene Glycol 2.00 3. Isostearyl Lactate 23.00 4. Cyclopentasiloxane 74.95 100.00 - This mixture is prepared in accordance with the procedures of Example #1
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1. Oxymetazoline HCl 0.05% 2. Propylene Glycol 1.50% 3. C12—C15 Alkyl Lactate 20.00% 4. Caprylic/Capric Triglyceride 78.45% 100.00% - This mixture is prepared in accordance with the procedures of Example #1.
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1. Oxymetazoline HCl 0.05% 2. Propylene Glycol 1.50% 3. C12—C15 Alkyl Lactate 10.00% 4. Propylene Glycol Dicaprylate/Dicaprate 88.45% 100.00% - This mixture is prepared in accordance with the procedures of Example #1.
Claims (23)
1. A non-aqueous liquid spray composition for a bioactive material comprising
1) a pharmacologically acceptable non aqueous liquid carrier in which said bioactive material is directly insoluble,
b) a pharmacologically acceptable water insoluble ester of a water soluble acid soluble in said carrier,
c) a pharmacologically acceptable water soluble glycol soluble in said ester,
d) a pharmacologically acceptable water soluble bio-active material soluble in said glycol but directly insoluble in said carrier.
2. The composition of claim 1 wherein . the carrier is selected from the group consisting of a cyclopentasiloxane, an ethylene diglyceride, a propylene diglyceride, a propylene triglyceride and mixtures of said glycerides.
3. The composition of claim 2 wherein the cyclopentasiloxane is a polyalkylcyclopentasiloxane.
4. The composition of claim 3 wherein the carrier is selected from the group consisting of decamethylcyclopentylsiloxane, an ethylene diglyceride, a propylene diglyceride, a propylene triglyceride and mixtures of said glycerides, wherein the glyceride moieties are selected from the group consisting of cAprilic and capric glycerides.
5. The composition of claim 1 comprising
a) from about 50-about 90 wt. % of the carrier,
b) from about 1 0-about 40 wt % of the water insoluble ester,
c) from about 1-about 5 wt. % of the water soluble glycol,
d) from about 0-01-about 2 wt. % of the bio-active material.
6. The composition of claim 1 comprising
a) from about 60 about 90 wt. % of the carrier,
b) from about 10 about 20 wt % of the water insoluble ester,
c) from about 1 to about 3 wt. % of the water soluble glycol,
d) from about 0.01 to about 2 wt. % of the bio-active material.
7. The composition of claim 5 wherein the glycol is a C3 to C8 glycol.
8. The composition of claim 7 wherein the glycol is selected from the group consisting of polyethylene glycol and polypropylene glycol.
9. The composition of claim 5 wherein the ester is a lactate ester.
10. The composition of claim 9 wherein the lactate ester is a C12- C15 alkyl lactate
11. The composition of claim 10 wherein the alkyl group is selected from the group consisting of cetyl, lauryl, isostearyl and myristyl and mixtures thereof
12. The composition of claim 5 wherein the bio-active material is selected from the group consisting of decongestants, antihistamines, antitussives, anticholinergics, steroids, antibiotics, analgesics, antispasmotics, brocho-dilators, vitamins, hormones, antihypertensives and antimicrobials.
13. The composition of claim 5 wherein the bio-active material is a decongestant.
14. The composition of claim 13 wherein the bio-active material is selected from the group consisting of oxymetazoline, xylometazoline, naphazoline, phenylephrine, ephedrine in water soluble form.
15. The composition of claim 14 wherein the bio-active material is in the form of a pharmacologically acceptable salt.
16. The composition of claim 15 wherein the salt is a hydrochloride or sulfate.
17. A method of producing a spray composition of claim 1 which comprises the sequential steps of dissolving the bio-active material of (d) in a glycol of (c), dissolving said solution of (d) in (c) in an ester of (b) and dissolving said solution of (d) in (c)) in (b) in a carrier of (a).
18. The method of producing a spray composition of claim 2 which comprises the sequential steps of dissolving the bio-active material of (d) in a glycol of (c), dissolving said solution of (d) in (c) in an ester of (b) and dissolving said solution of (d) in(c) ) in (b) in a carrier (a) as defined in claim 2 .
19. The method of producing a spray composition of claim 5 which comprises the sequential steps of dissolving the bio-active material of (d) in a glycol of (c), dissolving said solution of (d) in (c) in an ester of (b) and dissolving said solution of (d) in (c) in (b) in a carrier of (a) selected from the group consisting of decamethylcyclopentylsiloxane, an ethylene diglyceride, a propylene diglyceride, a propylene triglyceride and mixtures of said glycerides, wherein the glyceride moieties are selected from the group consisting of cAprilic and capric glycerides.
20. A method of administering a bio-active material to a subject in need of same which comprises spraying a pharmacologically effective amount of a composition of claim 1 into the nasal cavity of said subject.
21. The method of claim 20 , wherein the bio-active material is selected from the group consisting of decongestants, antihistamines, antitussives, anticholinergics, steroids, analgesics antibiotics, antispasmotics, brochodilators, vitamins, hormones, antihypertensives and antimicrobials.
22. The method of claim 21 , wherein the bio-active material is a decongestant.
23. The method of claim 22 , wherein the bio-active material is selected from the group consisting of oxymetazoline, xylometazoline, naphazoline, phenylephrine, ephedrine in water soluble form.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/406,869 US20040057907A1 (en) | 2002-09-23 | 2003-04-04 | Dri-nasal sprays |
US10/526,386 US7332528B2 (en) | 2002-09-23 | 2003-09-10 | DRI nasal sprays |
PCT/US2003/028272 WO2004026362A2 (en) | 2002-09-23 | 2003-09-10 | Dri nasal sprays |
CA002499900A CA2499900A1 (en) | 2002-09-23 | 2003-09-10 | Dri nasal sprays |
AU2003272306A AU2003272306A1 (en) | 2002-09-23 | 2003-09-10 | Dri nasal sprays |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US25307302A | 2002-09-23 | 2002-09-23 | |
US10/406,869 US20040057907A1 (en) | 2002-09-23 | 2003-04-04 | Dri-nasal sprays |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US25307302A Continuation-In-Part | 2002-09-23 | 2002-09-23 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/526,386 Continuation US7332528B2 (en) | 2002-09-23 | 2003-09-10 | DRI nasal sprays |
Publications (1)
Publication Number | Publication Date |
---|---|
US20040057907A1 true US20040057907A1 (en) | 2004-03-25 |
Family
ID=36752883
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/406,869 Abandoned US20040057907A1 (en) | 2002-09-23 | 2003-04-04 | Dri-nasal sprays |
US10/526,386 Expired - Fee Related US7332528B2 (en) | 2002-09-23 | 2003-09-10 | DRI nasal sprays |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/526,386 Expired - Fee Related US7332528B2 (en) | 2002-09-23 | 2003-09-10 | DRI nasal sprays |
Country Status (4)
Country | Link |
---|---|
US (2) | US20040057907A1 (en) |
AU (1) | AU2003272306A1 (en) |
CA (1) | CA2499900A1 (en) |
WO (1) | WO2004026362A2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070111964A1 (en) * | 2005-08-17 | 2007-05-17 | Fleming And Company, Pharmaceuticals | Vitamin B12 nasal spray and method of use |
CN101137357B (en) * | 2005-03-10 | 2012-07-04 | 3M创新有限公司 | Antimicrobial compositions comprising esters of hydroxycarboxylic acids |
US20170196783A1 (en) * | 2016-01-13 | 2017-07-13 | Jehangir Gowani | Pharyngeal or buccal cavity rinse and process of use thereof |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20100213313A1 (en) * | 2006-11-06 | 2010-08-26 | Goodrich Corporation | Integrated aircraft cargo loading and cargo video monitoring system |
US8515656B2 (en) * | 2007-11-02 | 2013-08-20 | Goodrich Corporation | Integrated aircraft cargo loading and monitoring system |
CN104260896B (en) * | 2014-09-01 | 2017-01-11 | 陈宜中 | Method for passengers to participate in alarming when passenger plane meets with hijacking |
Citations (3)
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US5314685A (en) * | 1992-05-11 | 1994-05-24 | Agouron Pharmaceuticals, Inc. | Anhydrous formulations for administering lipophilic agents |
US5854269A (en) * | 1993-11-19 | 1998-12-29 | Schering-Plough Healthcare Products, Inc. | Nasal spray compositions |
US6391294B1 (en) * | 1997-08-21 | 2002-05-21 | Reckitt Benckiser Healthcare (Uk) Limited | In situ formation of polymeric material |
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Publication number | Priority date | Publication date | Assignee | Title |
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US4832945A (en) * | 1986-05-28 | 1989-05-23 | Osipow Lloyd I | Deodorant stick |
US5898037A (en) * | 1992-11-13 | 1999-04-27 | Marx; Alvin J. | Formulations of magnesium compounds for local application and methods of treatment using the same |
JPH0776526A (en) * | 1993-09-06 | 1995-03-20 | Sansei Seiyaku Kk | Transcutaneous absorption preparation containing lactic acid ester |
US5897858A (en) * | 1994-02-03 | 1999-04-27 | Schering-Plough Healthcare Products, Inc. | Nasal spray compositions exhibiting increased retention in the nasal cavity |
FR2740038B1 (en) * | 1995-10-20 | 1998-01-02 | Lafon Labor | COMPOSITION FOR TRANSDERMAL ADMINISTRATION |
ES2191834T3 (en) * | 1996-10-24 | 2003-09-16 | Alza Corp | AGENTS THAT FACILITATE THE PERMEATION AND DESTINATIONS FOR COMPOSITIONS, DEVICES AND PROCEDURES OF TRANSDERMAL CONTRIBUTION OF DRUGS. |
EP1001747A1 (en) * | 1997-08-09 | 2000-05-24 | Smithkline Beecham Plc | Compositions for nasal administration |
DE19925289A1 (en) * | 1999-06-02 | 2000-12-07 | Hexal Ag | Stable, well-tolerated composition for intranasal administration of water-soluble drugs, e.g. nicotine, comprising drug, neutral oil (preferably triglyceride) and optionally solubilizer |
-
2003
- 2003-04-04 US US10/406,869 patent/US20040057907A1/en not_active Abandoned
- 2003-09-10 AU AU2003272306A patent/AU2003272306A1/en not_active Abandoned
- 2003-09-10 US US10/526,386 patent/US7332528B2/en not_active Expired - Fee Related
- 2003-09-10 CA CA002499900A patent/CA2499900A1/en not_active Abandoned
- 2003-09-10 WO PCT/US2003/028272 patent/WO2004026362A2/en not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5314685A (en) * | 1992-05-11 | 1994-05-24 | Agouron Pharmaceuticals, Inc. | Anhydrous formulations for administering lipophilic agents |
US5854269A (en) * | 1993-11-19 | 1998-12-29 | Schering-Plough Healthcare Products, Inc. | Nasal spray compositions |
US6391294B1 (en) * | 1997-08-21 | 2002-05-21 | Reckitt Benckiser Healthcare (Uk) Limited | In situ formation of polymeric material |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101137357B (en) * | 2005-03-10 | 2012-07-04 | 3M创新有限公司 | Antimicrobial compositions comprising esters of hydroxycarboxylic acids |
US20070111964A1 (en) * | 2005-08-17 | 2007-05-17 | Fleming And Company, Pharmaceuticals | Vitamin B12 nasal spray and method of use |
US20170196783A1 (en) * | 2016-01-13 | 2017-07-13 | Jehangir Gowani | Pharyngeal or buccal cavity rinse and process of use thereof |
US10434119B2 (en) * | 2016-01-13 | 2019-10-08 | Gargle Water, Inc. | Pharyngeal or buccal cavity rinse and process of use thereof |
Also Published As
Publication number | Publication date |
---|---|
CA2499900A1 (en) | 2004-04-01 |
WO2004026362A2 (en) | 2004-04-01 |
US20060024237A1 (en) | 2006-02-02 |
US7332528B2 (en) | 2008-02-19 |
AU2003272306A8 (en) | 2004-04-08 |
WO2004026362A3 (en) | 2004-09-16 |
AU2003272306A1 (en) | 2004-04-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |