NO317365B1 - Intranasale formuleringer for behandling av seksuelle forstyrrelser - Google Patents
Intranasale formuleringer for behandling av seksuelle forstyrrelser Download PDFInfo
- Publication number
- NO317365B1 NO317365B1 NO19993051A NO993051A NO317365B1 NO 317365 B1 NO317365 B1 NO 317365B1 NO 19993051 A NO19993051 A NO 19993051A NO 993051 A NO993051 A NO 993051A NO 317365 B1 NO317365 B1 NO 317365B1
- Authority
- NO
- Norway
- Prior art keywords
- intranasal
- mesylate
- sildenafil mesylate
- sildenafil
- formulation
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 40
- 238000009472 formulation Methods 0.000 title claims abstract description 33
- 208000012201 sexual and gender identity disease Diseases 0.000 title claims abstract description 7
- 208000015891 sexual disease Diseases 0.000 title claims abstract description 7
- WEWNUXJEVSROFW-UHFFFAOYSA-N 5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-4h-pyrazolo[4,3-d]pyrimidin-7-one;methanesulfonic acid Chemical compound CS(O)(=O)=O.CCCC1=NN(C)C(C(N=2)=O)=C1NC=2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 WEWNUXJEVSROFW-UHFFFAOYSA-N 0.000 claims abstract description 23
- 201000001881 impotence Diseases 0.000 claims abstract description 8
- 208000010228 Erectile Dysfunction Diseases 0.000 claims abstract description 6
- 239000000843 powder Substances 0.000 claims description 16
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 14
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 8
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 7
- 229960001948 caffeine Drugs 0.000 claims description 7
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000002245 particle Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- 150000004682 monohydrates Chemical class 0.000 claims description 4
- 150000004683 dihydrates Chemical group 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- 241000252203 Clupea harengus Species 0.000 claims 2
- 235000019514 herring Nutrition 0.000 claims 2
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 23
- BNRNXUUZRGQAQC-UHFFFAOYSA-N sildenafil Chemical compound CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 BNRNXUUZRGQAQC-UHFFFAOYSA-N 0.000 description 21
- 238000010521 absorption reaction Methods 0.000 description 14
- 229940079593 drug Drugs 0.000 description 13
- 239000003814 drug Substances 0.000 description 13
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 12
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 8
- 210000003928 nasal cavity Anatomy 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229960003310 sildenafil Drugs 0.000 description 7
- 230000024883 vasodilation Effects 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 206010028735 Nasal congestion Diseases 0.000 description 5
- 206010047141 Vasodilatation Diseases 0.000 description 5
- 230000037058 blood plasma level Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- ZOOGRGPOEVQQDX-UUOKFMHZSA-N 3',5'-cyclic GMP Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=C(NC2=O)N)=C2N=C1 ZOOGRGPOEVQQDX-UUOKFMHZSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 241000282472 Canis lupus familiaris Species 0.000 description 4
- 235000019445 benzyl alcohol Nutrition 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- 239000007922 nasal spray Substances 0.000 description 4
- 229960003966 nicotinamide Drugs 0.000 description 4
- 235000005152 nicotinamide Nutrition 0.000 description 4
- 239000011570 nicotinamide Substances 0.000 description 4
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 4
- 235000012141 vanillin Nutrition 0.000 description 4
- 101100189582 Dictyostelium discoideum pdeD gene Proteins 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 101150098694 PDE5A gene Proteins 0.000 description 3
- 229940123333 Phosphodiesterase 5 inhibitor Drugs 0.000 description 3
- 230000017531 blood circulation Effects 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 102100029175 cGMP-specific 3',5'-cyclic phosphodiesterase Human genes 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 229940097496 nasal spray Drugs 0.000 description 3
- 239000002590 phosphodiesterase V inhibitor Substances 0.000 description 3
- 239000008137 solubility enhancer Substances 0.000 description 3
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 239000007903 gelatin capsule Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 230000007794 irritation Effects 0.000 description 2
- 210000001331 nose Anatomy 0.000 description 2
- 230000036470 plasma concentration Effects 0.000 description 2
- 229920003199 poly(diethylsiloxane) Polymers 0.000 description 2
- 230000003389 potentiating effect Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 206010039083 rhinitis Diseases 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical class O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 206010052437 Nasal discomfort Diseases 0.000 description 1
- 206010028741 Nasal inflammation Diseases 0.000 description 1
- 101150085511 PEDS1 gene Proteins 0.000 description 1
- 229940099471 Phosphodiesterase inhibitor Drugs 0.000 description 1
- 102100037592 Plasmanylethanolamine desaturase Human genes 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229940082638 cardiac stimulant phosphodiesterase inhibitors Drugs 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- -1 compound sildenafil mesylate Chemical class 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000006196 drop Substances 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 230000001856 erectile effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 230000008338 local blood flow Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000007923 nasal drop Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000002571 phosphodiesterase inhibitor Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229960002639 sildenafil citrate Drugs 0.000 description 1
- DEIYFTQMQPDXOT-UHFFFAOYSA-N sildenafil citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 DEIYFTQMQPDXOT-UHFFFAOYSA-N 0.000 description 1
- 229940001607 sodium bisulfite Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940065721 systemic for obstructive airway disease xanthines Drugs 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- ZENOXNGFMSCLLL-UHFFFAOYSA-N vanillyl alcohol Natural products COC1=CC(CO)=CC=C1O ZENOXNGFMSCLLL-UHFFFAOYSA-N 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Reproductive Health (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Endocrinology (AREA)
- Otolaryngology (AREA)
- Gynecology & Obstetrics (AREA)
- Pregnancy & Childbirth (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9813452.1A GB9813452D0 (en) | 1998-06-22 | 1998-06-22 | Pharmaceutical formulations |
| GBGB9820837.4A GB9820837D0 (en) | 1998-09-24 | 1998-09-24 | Pharmaceutical formulations |
| GBGB9903177.5A GB9903177D0 (en) | 1999-02-13 | 1999-02-13 | Pharmaceutical formulations |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO993051D0 NO993051D0 (no) | 1999-06-21 |
| NO993051L NO993051L (no) | 1999-12-23 |
| NO317365B1 true NO317365B1 (no) | 2004-10-18 |
Family
ID=27269368
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19993051A NO317365B1 (no) | 1998-06-22 | 1999-06-21 | Intranasale formuleringer for behandling av seksuelle forstyrrelser |
Country Status (40)
| Country | Link |
|---|---|
| US (2) | US20020040139A1 (de) |
| EP (1) | EP0967214B1 (de) |
| JP (1) | JP3263379B2 (de) |
| KR (1) | KR100345824B1 (de) |
| AP (1) | AP1178A (de) |
| AR (1) | AR016993A1 (de) |
| AT (1) | ATE269866T1 (de) |
| AU (1) | AU746865B2 (de) |
| BG (1) | BG64372B1 (de) |
| BR (1) | BR9903273A (de) |
| CA (1) | CA2275554C (de) |
| CZ (1) | CZ294856B6 (de) |
| DE (1) | DE69918222T2 (de) |
| DK (1) | DK0967214T3 (de) |
| DZ (1) | DZ2826A1 (de) |
| EA (1) | EA001903B1 (de) |
| ES (1) | ES2221733T3 (de) |
| GT (1) | GT199900095A (de) |
| HN (1) | HN1999000096A (de) |
| HR (1) | HRP990195B1 (de) |
| HU (1) | HUP9902076A3 (de) |
| ID (1) | ID23554A (de) |
| IL (1) | IL130539A0 (de) |
| IS (1) | IS5085A (de) |
| MA (1) | MA25089A1 (de) |
| MY (1) | MY117967A (de) |
| NO (1) | NO317365B1 (de) |
| NZ (1) | NZ336382A (de) |
| OA (1) | OA11069A (de) |
| PA (1) | PA8476301A1 (de) |
| PE (1) | PE20000702A1 (de) |
| PT (1) | PT967214E (de) |
| SG (1) | SG77246A1 (de) |
| SI (1) | SI0967214T1 (de) |
| SK (1) | SK284574B6 (de) |
| TN (1) | TNSN99129A1 (de) |
| TR (1) | TR199901444A2 (de) |
| TW (1) | TWI223598B (de) |
| UA (1) | UA59385C2 (de) |
| YU (1) | YU29699A (de) |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6200591B1 (en) | 1998-06-25 | 2001-03-13 | Anwar A. Hussain | Method of administration of sildenafil to produce instantaneous response for the treatment of erectile dysfunction |
| GB9828340D0 (en) * | 1998-12-22 | 1999-02-17 | Novartis Ag | Organic compounds |
| WO2001035926A2 (en) * | 1999-11-18 | 2001-05-25 | Natco Pharma Limited | An improved pharmaceutical composition for treating male erectile dysfunction |
| KR20010016165A (ko) * | 2000-11-16 | 2001-03-05 | 정순학 | 성기능 장애 치료를 위한 피부에 적용하는 제제 |
| DE10118306A1 (de) * | 2001-04-12 | 2002-10-17 | Bayer Ag | Imidazotriazinonhaltige Zusammensetzungen zur nasalen Applikation |
| DE10118305A1 (de) * | 2001-04-12 | 2002-10-17 | Bayer Ag | Zusammensetzungen zur nasalen Applikation |
| CA2446904A1 (en) | 2001-05-24 | 2003-04-03 | Alexza Molecular Delivery Corporation | Delivery of drug esters through an inhalation route |
| US7458374B2 (en) | 2002-05-13 | 2008-12-02 | Alexza Pharmaceuticals, Inc. | Method and apparatus for vaporizing a compound |
| US20030051728A1 (en) | 2001-06-05 | 2003-03-20 | Lloyd Peter M. | Method and device for delivering a physiologically active compound |
| US7645442B2 (en) | 2001-05-24 | 2010-01-12 | Alexza Pharmaceuticals, Inc. | Rapid-heating drug delivery article and method of use |
| AU2002310086B2 (en) * | 2001-05-24 | 2008-09-04 | Alexza Pharmaceuticals, Inc. | Delivery of erectile dysfunction drugs through an inhalation route |
| US20070122353A1 (en) | 2001-05-24 | 2007-05-31 | Hale Ron L | Drug condensation aerosols and kits |
| DE10248601B4 (de) * | 2002-10-17 | 2006-05-24 | Goldstein, Naum, Dr.habil.nat. | Pharmazeutisches Mittel zur endonasalen Applikation bei der Behandlung von Krankheiten und Störungen des zentralen Nervensystems |
| US20040105818A1 (en) | 2002-11-26 | 2004-06-03 | Alexza Molecular Delivery Corporation | Diuretic aerosols and methods of making and using them |
| US7913688B2 (en) | 2002-11-27 | 2011-03-29 | Alexza Pharmaceuticals, Inc. | Inhalation device for producing a drug aerosol |
| US7138107B2 (en) * | 2003-02-18 | 2006-11-21 | Compellis Pharmaceuticals | Inhibition of olfactory neurosensory function to treat eating disorders and obesity |
| US7638138B2 (en) | 2003-02-21 | 2009-12-29 | Translational Research, Ltd. | Compositions for nasal administration of pharmaceuticals |
| AU2003220808B2 (en) | 2003-03-27 | 2008-08-21 | Bioactis Limited | Powder medicine applicator for nasal cavity |
| AR043880A1 (es) * | 2003-04-22 | 2005-08-17 | Solvay Pharm Gmbh | Mesilato acido de 4-(4.trans-hidroxiciclohexil) amino-2-fenil-7h-pirrolo (2,3-d) pirimidina y sus formas polimorfas |
| CA2526475A1 (en) | 2003-05-21 | 2004-12-02 | Alexza Pharmaceuticals, Inc. | Optically ignited or electrically ignited self-contained heating unit and drug-supply unit employing same |
| US7540286B2 (en) | 2004-06-03 | 2009-06-02 | Alexza Pharmaceuticals, Inc. | Multiple dose condensation aerosol devices and methods of forming condensation aerosols |
| JP4922762B2 (ja) * | 2004-08-10 | 2012-04-25 | 株式会社新日本科学 | 速効性でかつ高い吸収性を可能とする経鼻投与用組成物 |
| US9895444B2 (en) | 2004-08-25 | 2018-02-20 | Aegis Therapeutics, Llc | Compositions for drug administration |
| US8268791B2 (en) * | 2004-08-25 | 2012-09-18 | Aegis Therapeutics, Llc. | Alkylglycoside compositions for drug administration |
| US20140162965A1 (en) | 2004-08-25 | 2014-06-12 | Aegis Therapeutics, Inc. | Compositions for oral drug administration |
| US20060046962A1 (en) * | 2004-08-25 | 2006-03-02 | Aegis Therapeutics Llc | Absorption enhancers for drug administration |
| US20090047347A1 (en) * | 2005-07-29 | 2009-02-19 | Aegis Therapeutics, Inc. | Compositions for Drug Administration |
| WO2006042701A1 (de) | 2004-10-18 | 2006-04-27 | Polymun Scientific Immunbiologische Forschung Gmbh | Liposomale zusammensetzung einen wirkstoff zur relaxierung glatter muskulatur enthaltend, die herstellung dieser zusammensetzung und deren therapeutische verwendung |
| CA2600636A1 (en) * | 2005-03-09 | 2006-09-14 | Boehringer Ingelheim International Gmbh | New pharmaceutical compositions based on anticholinergics and pde 5-inhibitors |
| EP1874309A1 (de) | 2005-04-19 | 2008-01-09 | Nycomed GmbH | Roflumilast zur behandlung von pulmonaler hypertonie |
| US8506934B2 (en) | 2005-04-29 | 2013-08-13 | Robert I. Henkin | Methods for detection of biological substances |
| US20070098804A1 (en) * | 2005-08-29 | 2007-05-03 | Judith Aronhime | Solid particulate tadalafil having a bimodal particle size distribution |
| GB0526283D0 (en) * | 2005-12-23 | 2006-02-01 | Givaudan Sa | Compositions |
| GB0606234D0 (en) * | 2006-03-29 | 2006-05-10 | Pliva Istrazivanje I Razvoj D | Pharmaceutically acceptable salts and polymorphic forms |
| US8226949B2 (en) | 2006-06-23 | 2012-07-24 | Aegis Therapeutics Llc | Stabilizing alkylglycoside compositions and methods thereof |
| CN101668544B (zh) | 2006-12-26 | 2013-04-24 | 株式会社新日本科学 | 经鼻投用制剂 |
| US8293489B2 (en) | 2007-01-31 | 2012-10-23 | Henkin Robert I | Methods for detection of biological substances |
| ES2594867T3 (es) | 2007-03-09 | 2016-12-23 | Alexza Pharmaceuticals, Inc. | Unidad de calentamiento para usar en un dispositivo de administración de fármaco |
| DE102008004893A1 (de) * | 2008-01-17 | 2009-07-23 | Add Technologies Ltd. | Trägerpellets, Verfahren zu deren Herstellung und deren Verwendung |
| WO2009098697A1 (en) * | 2008-02-08 | 2009-08-13 | Dexxon Ltd. | Modafinil and sildenafil dosage forms |
| ES2586032T3 (es) | 2008-03-28 | 2016-10-11 | Hale Biopharma Ventures, Llc | Administración de composiciones de benzodiazepinas |
| CN102056568B (zh) | 2008-06-04 | 2013-08-21 | 高露洁-棕榄公司 | 具有气穴系统的口腔护理器具 |
| US20100104624A1 (en) * | 2008-06-11 | 2010-04-29 | Peter Langecker | Combination therapy using phosphodiesterase inhibitors |
| US8580801B2 (en) | 2008-07-23 | 2013-11-12 | Robert I. Henkin | Phosphodiesterase inhibitor treatment |
| US8440631B2 (en) | 2008-12-22 | 2013-05-14 | Aegis Therapeutics, Llc | Compositions for drug administration |
| EP2429495A4 (de) * | 2009-05-15 | 2014-01-22 | Shin Nippon Biomedical Lab Ltd | Intranasale pharmazeutische zusammensetzung mit verbesserter pharmakokinetik |
| JP2011001317A (ja) * | 2009-06-19 | 2011-01-06 | Fumakilla Ltd | 鼻用洗浄剤 |
| WO2011013003A2 (en) * | 2009-07-31 | 2011-02-03 | Shin Nippon Biomedical Laboratories, Ltd. | Intranasal granisetron and nasal applicator |
| KR20130030261A (ko) | 2010-05-10 | 2013-03-26 | 유로-셀티큐 에스.에이. | 활성제-무함유 과립 및 그를 포함하는 정제의 제조 |
| MX344846B (es) | 2010-05-10 | 2017-01-10 | Euro-Celtique S A * | Combinacion de granulos cargados activos con activos adicionales. |
| WO2012174158A2 (en) | 2011-06-14 | 2012-12-20 | Hale Biopharma Ventures, Llc | Administration of benzodiazepine |
| CN102952138B (zh) * | 2011-08-17 | 2016-07-06 | 上海特化医药科技有限公司 | 一种吡唑并嘧啶酮化合物的盐、多晶型物及其药物组合物、制备方法和应用 |
| GB2497933B (en) * | 2011-12-21 | 2014-12-24 | Londonpharma Ltd | Drug delivery technology |
| EP2903619B1 (de) * | 2012-10-05 | 2019-06-05 | Robert I. Henkin | Phosphodiesterasehemmer zur behandlung von geschmacks- und geruchsstörungen |
| CA2881144A1 (en) * | 2012-11-09 | 2014-05-09 | Purdue Pharma | Pharmaceutical compositions comprising hydromorphone and naloxone |
| RU2536425C2 (ru) * | 2013-01-17 | 2014-12-20 | Общество с ограниченной ответственностью "Фармамед" | Фармацевтическая композиция, содержащая силденафил цитрат, и способ ее приготовления |
| ES2744542T3 (es) * | 2013-03-15 | 2020-02-25 | Robert I Henkin | Inhibidores de fosfodiesterasa para tratar trastornos gustativos y olfativos |
| EA030310B1 (ru) | 2013-11-13 | 2018-07-31 | Эро-Селтик С.А. | Гидроморфон и налоксон для лечения боли и индуцированного опиоидами синдрома дисфункции кишечника |
| CN106233141B (zh) | 2014-02-18 | 2018-08-21 | 罗伯特·I·汉金 | 用于诊断和治疗味觉或嗅觉的损失和/或失真的方法和组合物 |
| NO2723977T3 (de) | 2014-03-19 | 2018-03-10 | ||
| EP3331888A4 (de) * | 2015-08-03 | 2019-03-20 | Synergistic Therapeutics, LLC | Therapeutisches gel gegen sexuelle dysfunktion |
| US11458201B2 (en) | 2016-10-31 | 2022-10-04 | Suda Ltd. | Mucosal active agent delivery |
| EP3589269B1 (de) | 2017-03-02 | 2021-04-07 | Dutch Renewable Energy B.V. | Intranasale verabreichung von physiologisch aktiven stoffen |
| US11744967B2 (en) | 2017-09-26 | 2023-09-05 | Shin Nippon Biomedical Laboratories, Ltd. | Intranasal delivery devices |
| AU2018397436A1 (en) * | 2017-12-26 | 2020-08-13 | Ftf Pharma Private Limited | Liquid oral formulations for PDE V inhibitors |
| WO2019157099A1 (en) | 2018-02-06 | 2019-08-15 | Aegis Therapeutics, Llc | Intranasal epinephrine formulations and methods for the treatment of disease |
| AU2019254841A1 (en) * | 2018-04-16 | 2020-12-03 | Barista Mist Pty Ltd | Caffeine compositions and methods of use |
| SE542968C2 (en) * | 2018-10-26 | 2020-09-22 | Lindahl Anders | Treatment of osteoarthritis |
| US20220111162A1 (en) * | 2020-07-29 | 2022-04-14 | Lido Ventures Llc | Apparatus, system, and method for facilitating intranasal treatment of a patient |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5250534A (en) * | 1990-06-20 | 1993-10-05 | Pfizer Inc. | Pyrazolopyrimidinone antianginal agents |
| GB9311920D0 (en) * | 1993-06-09 | 1993-07-28 | Pfizer Ltd | Therapeutic agents |
| US5565466A (en) * | 1993-08-13 | 1996-10-15 | Zonagen, Inc. | Methods for modulating the human sexual response |
| EP0776895B1 (de) * | 1995-11-20 | 1998-10-14 | Eli Lilly And Company | Proteinkinase-C-Inhibitor |
| WO1998053819A1 (fr) * | 1997-05-29 | 1998-12-03 | Mochida Pharmaceutical Co., Ltd. | Agent therapeutique destine a traiter l'anerection |
| EP1035833B1 (de) * | 1997-12-02 | 2005-08-31 | Archimedes Development Limited | Zusammensetzungen zur nasalen verabreichung |
| US6087368A (en) * | 1998-06-08 | 2000-07-11 | Bristol-Myers Squibb Company | Quinazolinone inhibitors of cGMP phosphodiesterase |
-
1999
- 1999-05-29 TW TW088108934A patent/TWI223598B/zh active
- 1999-06-08 ES ES99304425T patent/ES2221733T3/es not_active Expired - Lifetime
- 1999-06-08 DK DK99304425T patent/DK0967214T3/da active
- 1999-06-08 SI SI9930594T patent/SI0967214T1/xx unknown
- 1999-06-08 AT AT99304425T patent/ATE269866T1/de not_active IP Right Cessation
- 1999-06-08 PT PT99304425T patent/PT967214E/pt unknown
- 1999-06-08 DE DE69918222T patent/DE69918222T2/de not_active Expired - Fee Related
- 1999-06-08 EP EP99304425A patent/EP0967214B1/de not_active Expired - Lifetime
- 1999-06-15 HN HN1999000096A patent/HN1999000096A/es unknown
- 1999-06-17 SG SG1999002935A patent/SG77246A1/en unknown
- 1999-06-17 IL IL13053999A patent/IL130539A0/xx unknown
- 1999-06-17 AP APAP/P/1999/001585A patent/AP1178A/en active
- 1999-06-17 SK SK819-99A patent/SK284574B6/sk unknown
- 1999-06-18 CA CA002275554A patent/CA2275554C/en not_active Expired - Fee Related
- 1999-06-18 AR ARP990102946A patent/AR016993A1/es unknown
- 1999-06-18 IS IS5085A patent/IS5085A/is unknown
- 1999-06-18 PE PE1999000543A patent/PE20000702A1/es not_active Application Discontinuation
- 1999-06-18 HR HR990195A patent/HRP990195B1/xx not_active IP Right Cessation
- 1999-06-18 OA OA9900137A patent/OA11069A/en unknown
- 1999-06-18 US US09/335,628 patent/US20020040139A1/en not_active Abandoned
- 1999-06-18 MY MYPI99002521A patent/MY117967A/en unknown
- 1999-06-21 PA PA19998476301A patent/PA8476301A1/es unknown
- 1999-06-21 ID IDP990592D patent/ID23554A/id unknown
- 1999-06-21 HU HU9902076A patent/HUP9902076A3/hu unknown
- 1999-06-21 BG BG103510A patent/BG64372B1/bg unknown
- 1999-06-21 KR KR1019990023169A patent/KR100345824B1/ko not_active IP Right Cessation
- 1999-06-21 JP JP17392599A patent/JP3263379B2/ja not_active Expired - Fee Related
- 1999-06-21 CZ CZ19992257A patent/CZ294856B6/cs not_active IP Right Cessation
- 1999-06-21 AU AU35794/99A patent/AU746865B2/en not_active Ceased
- 1999-06-21 NO NO19993051A patent/NO317365B1/no unknown
- 1999-06-21 MA MA25639A patent/MA25089A1/fr unknown
- 1999-06-21 TN TNTNSN99129A patent/TNSN99129A1/fr unknown
- 1999-06-21 NZ NZ336382A patent/NZ336382A/xx unknown
- 1999-06-21 EA EA199900487A patent/EA001903B1/ru not_active IP Right Cessation
- 1999-06-21 DZ DZ990126A patent/DZ2826A1/xx active
- 1999-06-21 UA UA99063463A patent/UA59385C2/uk unknown
- 1999-06-22 YU YU29699A patent/YU29699A/sh unknown
- 1999-06-22 TR TR1999/01444A patent/TR199901444A2/xx unknown
- 1999-06-22 BR BR9903273-2A patent/BR9903273A/pt not_active IP Right Cessation
- 1999-06-22 GT GT199900095A patent/GT199900095A/es unknown
-
2003
- 2003-03-14 US US10/389,127 patent/US20030158206A1/en not_active Abandoned
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO317365B1 (no) | Intranasale formuleringer for behandling av seksuelle forstyrrelser | |
| AU650706B2 (en) | Medicaments | |
| JP2014501779A (ja) | ベポタスチン組成物 | |
| NZ518862A (en) | Pharmaceutical formulations containing zolmitriptan | |
| CA3231021A1 (en) | Combination drug therapies | |
| IL254007B2 (en) | Inhibition of OLIG2 activity | |
| WO2019119720A1 (zh) | 一种福多司坦雾化吸入用溶液制剂及其制备方法 | |
| US20110166149A1 (en) | Pteridine derivatives for treating respiratory disease | |
| CZ20032752A3 (cs) | Přípravky pro nasální aplikaci, obsahující imidazotriazinon | |
| US20150320677A1 (en) | Effervescent tablet formulations of dapoxetine and a pde5 inhibitor | |
| EP1237538A2 (de) | Eine verbesserte pharmazeutische zusammensetzung zur behandlung der erektilen dysfunktion | |
| CN1240134A (zh) | 治疗性障碍的鼻内给药制剂 | |
| CN113893220A (zh) | 鼻粘膜给药剂型和其应用 | |
| MXPA99005859A (es) | Formulaciones intranasales para tratar trastornos sexuales | |
| KR20240134951A (ko) | 트립타민 조성물 및 방법 | |
| WO2023133463A1 (en) | Improved nasal administration of parkinson's therapeutics | |
| WO2014027982A2 (en) | Novel effervescent sachet formulations of dapoxetine and a pde5 inhibitor |