CA2814445A1 - Pharmaceutical composition - Google Patents
Pharmaceutical composition Download PDFInfo
- Publication number
- CA2814445A1 CA2814445A1 CA2814445A CA2814445A CA2814445A1 CA 2814445 A1 CA2814445 A1 CA 2814445A1 CA 2814445 A CA2814445 A CA 2814445A CA 2814445 A CA2814445 A CA 2814445A CA 2814445 A1 CA2814445 A1 CA 2814445A1
- Authority
- CA
- Canada
- Prior art keywords
- pharmaceutical composition
- indacaterol
- composition according
- fluticasone
- formoterol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 87
- QZZUEBNBZAPZLX-QFIPXVFZSA-N indacaterol Chemical compound N1C(=O)C=CC2=C1C(O)=CC=C2[C@@H](O)CNC1CC(C=C(C(=C2)CC)CC)=C2C1 QZZUEBNBZAPZLX-QFIPXVFZSA-N 0.000 claims abstract description 141
- 229960004078 indacaterol Drugs 0.000 claims abstract description 141
- 229960002714 fluticasone Drugs 0.000 claims abstract description 58
- MGNNYOODZCAHBA-GQKYHHCASA-N fluticasone Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(O)[C@@]2(C)C[C@@H]1O MGNNYOODZCAHBA-GQKYHHCASA-N 0.000 claims abstract description 58
- LUKZNWIVRBCLON-GXOBDPJESA-N Ciclesonide Chemical compound C1([C@H]2O[C@@]3([C@H](O2)C[C@@H]2[C@@]3(C[C@H](O)[C@@H]3[C@@]4(C)C=CC(=O)C=C4CC[C@H]32)C)C(=O)COC(=O)C(C)C)CCCCC1 LUKZNWIVRBCLON-GXOBDPJESA-N 0.000 claims abstract description 53
- 229960003728 ciclesonide Drugs 0.000 claims abstract description 53
- 239000003246 corticosteroid Substances 0.000 claims abstract description 53
- BPZSYCZIITTYBL-UHFFFAOYSA-N formoterol Chemical compound C1=CC(OC)=CC=C1CC(C)NCC(O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-UHFFFAOYSA-N 0.000 claims abstract description 41
- 229960002848 formoterol Drugs 0.000 claims abstract description 41
- 229940124748 beta 2 agonist Drugs 0.000 claims abstract description 23
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 22
- XTULMSXFIHGYFS-VLSRWLAYSA-N fluticasone furoate Chemical compound O([C@]1([C@@]2(C)C[C@H](O)[C@]3(F)[C@@]4(C)C=CC(=O)C=C4[C@@H](F)C[C@H]3[C@@H]2C[C@H]1C)C(=O)SCF)C(=O)C1=CC=CO1 XTULMSXFIHGYFS-VLSRWLAYSA-N 0.000 claims description 119
- 229960001469 fluticasone furoate Drugs 0.000 claims description 109
- 239000000203 mixture Substances 0.000 claims description 76
- 238000000034 method Methods 0.000 claims description 72
- 230000008569 process Effects 0.000 claims description 59
- 229940110309 tiotropium Drugs 0.000 claims description 45
- LERNTVKEWCAPOY-DZZGSBJMSA-N tiotropium Chemical compound O([C@H]1C[C@@H]2[N+]([C@H](C1)[C@@H]1[C@H]2O1)(C)C)C(=O)C(O)(C=1SC=CC=1)C1=CC=CS1 LERNTVKEWCAPOY-DZZGSBJMSA-N 0.000 claims description 45
- 239000000725 suspension Substances 0.000 claims description 43
- 238000011282 treatment Methods 0.000 claims description 41
- 238000009472 formulation Methods 0.000 claims description 37
- 208000006673 asthma Diseases 0.000 claims description 36
- 208000023504 respiratory system disease Diseases 0.000 claims description 32
- 239000003814 drug Substances 0.000 claims description 26
- 230000002757 inflammatory effect Effects 0.000 claims description 24
- 230000000414 obstructive effect Effects 0.000 claims description 22
- 230000000241 respiratory effect Effects 0.000 claims description 19
- 229940021593 formoterol and fluticasone Drugs 0.000 claims description 16
- 239000000812 cholinergic antagonist Substances 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 14
- 239000000843 powder Substances 0.000 claims description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 12
- 229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- LERNTVKEWCAPOY-VOGVJGKGSA-N C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 Chemical compound C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 LERNTVKEWCAPOY-VOGVJGKGSA-N 0.000 claims description 10
- 229960000257 tiotropium bromide Drugs 0.000 claims description 10
- 230000001078 anti-cholinergic effect Effects 0.000 claims description 9
- 201000010099 disease Diseases 0.000 claims description 9
- 239000003380 propellant Substances 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 238000011321 prophylaxis Methods 0.000 claims description 8
- IREJFXIHXRZFER-PCBAQXHCSA-N indacaterol maleate Chemical compound OC(=O)\C=C/C(O)=O.N1C(=O)C=CC2=C1C(O)=CC=C2[C@@H](O)CNC1CC(C=C(C(=C2)CC)CC)=C2C1 IREJFXIHXRZFER-PCBAQXHCSA-N 0.000 claims description 7
- 229960004735 indacaterol maleate Drugs 0.000 claims description 7
- 239000008139 complexing agent Substances 0.000 claims description 5
- 239000006184 cosolvent Substances 0.000 claims description 5
- 150000005846 sugar alcohols Chemical class 0.000 claims description 5
- 239000004067 bulking agent Substances 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 4
- 239000003981 vehicle Substances 0.000 claims description 4
- 150000001720 carbohydrates Chemical class 0.000 claims description 3
- 229940041682 inhalant solution Drugs 0.000 claims description 2
- 229940071648 metered dose inhaler Drugs 0.000 claims description 2
- 239000002357 osmotic agent Substances 0.000 claims description 2
- 239000000080 wetting agent Substances 0.000 claims description 2
- 229940028379 combination fluticasone Drugs 0.000 claims 4
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 239000006172 buffering agent Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 98
- 239000004615 ingredient Substances 0.000 description 50
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 44
- 239000000243 solution Substances 0.000 description 42
- 239000008215 water for injection Substances 0.000 description 40
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 39
- 235000019441 ethanol Nutrition 0.000 description 36
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 34
- 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 33
- 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 33
- -1 beta2-agonists Substances 0.000 description 33
- 229960001375 lactose Drugs 0.000 description 33
- 239000008101 lactose Substances 0.000 description 33
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 28
- 229910052782 aluminium Inorganic materials 0.000 description 28
- 235000002639 sodium chloride Nutrition 0.000 description 27
- 239000007921 spray Substances 0.000 description 26
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 23
- 229940125369 inhaled corticosteroids Drugs 0.000 description 23
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 23
- 229920000053 polysorbate 80 Polymers 0.000 description 23
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 22
- 229940068968 polysorbate 80 Drugs 0.000 description 22
- 239000011780 sodium chloride Substances 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 20
- 239000002002 slurry Substances 0.000 description 20
- 230000001954 sterilising effect Effects 0.000 description 20
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 19
- 229940125389 long-acting beta agonist Drugs 0.000 description 18
- 229940124630 bronchodilator Drugs 0.000 description 17
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 description 14
- 230000009471 action Effects 0.000 description 14
- 229940079593 drug Drugs 0.000 description 14
- 230000002265 prevention Effects 0.000 description 14
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 13
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 13
- 229960002303 citric acid monohydrate Drugs 0.000 description 13
- 230000000694 effects Effects 0.000 description 13
- 235000011187 glycerol Nutrition 0.000 description 13
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 12
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 12
- 229960000999 sodium citrate dihydrate Drugs 0.000 description 12
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 12
- WSVLPVUVIUVCRA-KPKNDVKVSA-N Alpha-lactose monohydrate Chemical compound O.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 WSVLPVUVIUVCRA-KPKNDVKVSA-N 0.000 description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 239000000168 bronchodilator agent Substances 0.000 description 11
- WMWTYOKRWGGJOA-CENSZEJFSA-N fluticasone propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(OC(=O)CC)[C@@]2(C)C[C@@H]1O WMWTYOKRWGGJOA-CENSZEJFSA-N 0.000 description 11
- 229960001021 lactose monohydrate Drugs 0.000 description 11
- 239000002775 capsule Substances 0.000 description 10
- 229960004106 citric acid Drugs 0.000 description 10
- 235000015165 citric acid Nutrition 0.000 description 10
- 229960001334 corticosteroids Drugs 0.000 description 10
- 238000004659 sterilization and disinfection Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- RATSWNOMCHFQGJ-TUYNVFRMSA-N (e)-but-2-enedioic acid;n-[2-hydroxy-5-[(1s)-1-hydroxy-2-[[(2s)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]phenyl]formamide;dihydrate Chemical compound O.O.OC(=O)\C=C\C(O)=O.C1=CC(OC)=CC=C1C[C@H](C)NC[C@@H](O)C1=CC=C(O)C(NC=O)=C1.C1=CC(OC)=CC=C1C[C@H](C)NC[C@@H](O)C1=CC=C(O)C(NC=O)=C1 RATSWNOMCHFQGJ-TUYNVFRMSA-N 0.000 description 9
- 229960000289 fluticasone propionate Drugs 0.000 description 9
- 229960000193 formoterol fumarate Drugs 0.000 description 9
- 229940127212 long-acting beta 2 agonist Drugs 0.000 description 9
- 238000002560 therapeutic procedure Methods 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 8
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 7
- 239000000872 buffer Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 235000010445 lecithin Nutrition 0.000 description 7
- 239000000787 lecithin Substances 0.000 description 7
- 229940067606 lecithin Drugs 0.000 description 7
- 208000000059 Dyspnea Diseases 0.000 description 6
- 206010013975 Dyspnoeas Diseases 0.000 description 6
- 239000000443 aerosol Substances 0.000 description 6
- 239000000556 agonist Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 239000005642 Oleic acid Substances 0.000 description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 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 5
- 208000037976 chronic inflammation Diseases 0.000 description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 5
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 5
- 235000019799 monosodium phosphate Nutrition 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 5
- OOSZCNKVJAVHJI-UHFFFAOYSA-N 1-[(4-fluorophenyl)methyl]piperazine Chemical compound C1=CC(F)=CC=C1CN1CCNCC1 OOSZCNKVJAVHJI-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 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 4
- 229930195725 Mannitol Natural products 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 4
- 229940125388 beta agonist Drugs 0.000 description 4
- 230000006020 chronic inflammation Effects 0.000 description 4
- 238000002648 combination therapy Methods 0.000 description 4
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 4
- 150000004683 dihydrates Chemical class 0.000 description 4
- 239000003862 glucocorticoid Substances 0.000 description 4
- 235000011167 hydrochloric acid Nutrition 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000000594 mannitol Substances 0.000 description 4
- 235000010355 mannitol Nutrition 0.000 description 4
- 150000007522 mineralic acids Chemical class 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 150000007524 organic acids Chemical class 0.000 description 4
- 239000003002 pH adjusting agent Substances 0.000 description 4
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 210000002460 smooth muscle Anatomy 0.000 description 4
- 229940074545 sodium dihydrogen phosphate dihydrate Drugs 0.000 description 4
- 208000024891 symptom Diseases 0.000 description 4
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 3
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 description 3
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 3
- 229920002307 Dextran Polymers 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 3
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 description 3
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000004147 Sorbitan trioleate Substances 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 230000005856 abnormality Effects 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 230000001668 ameliorated effect Effects 0.000 description 3
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 3
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 3
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 3
- 229960004436 budesonide Drugs 0.000 description 3
- 239000002738 chelating agent Substances 0.000 description 3
- 150000002016 disaccharides Chemical class 0.000 description 3
- 208000035475 disorder Diseases 0.000 description 3
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Landscapes
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| IN2847/MUM/2010 | 2010-10-12 | ||
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| IN69/MUM/2011 | 2011-01-10 | ||
| IN69MU2011 | 2011-01-10 | ||
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| IN135/MUM/2011 | 2011-01-14 | ||
| IN143/MUM/2011 | 2011-01-17 | ||
| IN143MU2011 | 2011-01-17 | ||
| PCT/GB2011/001115 WO2012049444A1 (en) | 2010-10-12 | 2011-07-25 | Pharmaceutical composition |
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| JP2013531056A (ja) | 2010-07-16 | 2013-08-01 | シプラ・リミテッド | Ｒ（＋）ブデソニド及び１以上の気管支拡張剤を含む医薬組成物 |
| MX2013004137A (es) | 2010-10-12 | 2013-07-29 | Cipla Ltd | Composicion farmaceutica. |
| CN103784420A (zh) * | 2014-02-18 | 2014-05-14 | 青岛市城阳区人民医院 | 马来酸茚达特罗液体制剂及其制备方法 |
| EP3174522A1 (en) * | 2014-07-29 | 2017-06-07 | 3M Innovative Properties Company | Method of preparing a pharmaceutical composition |
| JP6940416B2 (ja) * | 2015-05-01 | 2021-09-29 | ボード オブ リージェンツ, ザ ユニバーシティ オブ テキサス システムBoard Of Regents, The University Of Texas System | 多剤脆性マトリックス組成物 |
| KR20180042160A (ko) * | 2015-05-18 | 2018-04-25 | 글렌마크 스페셜티 에스. 에이. | 분무용 티오트로피움 흡입 용액 |
| EP3515439B1 (en) * | 2016-09-19 | 2021-12-15 | Mexichem Fluor S.A. de C.V. | Pharmaceutical composition comprising tiotropium bromide |
| GB2554090A (en) * | 2016-09-19 | 2018-03-28 | Mexichem Fluor Sa De Cv | Pharmaceutical compound |
| AU2017328908B2 (en) * | 2016-09-19 | 2020-04-02 | Mexichem Fluor S.A. De C.V. | Pharmaceutical composition |
| TR201712424A2 (tr) * | 2017-08-21 | 2019-03-21 | Arven Ilac Sanayi Ve Ticaret Anonim Sirketi | Kuru toz i̇nhalasyon bi̇leşi̇mleri̇ |
| WO2019142214A1 (en) * | 2018-01-19 | 2019-07-25 | Cipla Limited | Pharmaceutical composition comprising tiotropium for inhalation |
| WO2019146188A1 (ja) | 2018-01-24 | 2019-08-01 | ソニー株式会社 | 情報処理装置および情報処理方法 |
| AU2019282562A1 (en) * | 2018-06-04 | 2021-01-21 | Lupin Inc. | Stable pharmaceutical compositions for pressurized metered dose inhalers |
| US20200163955A1 (en) * | 2018-11-22 | 2020-05-28 | Glenmark Specialty S.A. | Sterile compositions of indacaterol suitable for nebulization |
| WO2020141472A1 (en) * | 2019-01-03 | 2020-07-09 | Glenmark Specialty S.A. | Nebulization composition comprising tiotropium and indacaterol |
| CN115998680A (zh) * | 2019-10-11 | 2023-04-25 | 四川海思科制药有限公司 | 一种吸入溶液药物组合物及其制备方法 |
| CN110840864B (zh) * | 2019-12-20 | 2022-02-22 | 广州健康元呼吸药物工程技术有限公司 | 一种β2受体激动剂吸入气雾剂及包含该吸入气雾剂的产品 |
| CN111467498A (zh) * | 2020-05-14 | 2020-07-31 | 王兆霖 | 药物组合物制剂 |
| CN116963715A (zh) * | 2020-09-29 | 2023-10-27 | 艾罗克斯医疗有限责任公司 | 茚达特罗的液体配制品 |
| EP4611733A1 (en) * | 2022-11-03 | 2025-09-10 | Dana-Farber Cancer Institute, Inc. | Methods of treating anemia using formoterol or a pharmaceutically acceptable salt thereof |
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| US6120752A (en) * | 1997-05-21 | 2000-09-19 | 3M Innovative Properties Company | Medicinal aerosol products containing formulations of ciclesonide and related steroids |
| US5879715A (en) | 1997-09-02 | 1999-03-09 | Ceramem Corporation | Process and system for production of inorganic nanoparticles |
| GB9903759D0 (en) | 1999-02-18 | 1999-04-14 | Novartis Ag | Organic compounds |
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| AU2001252588A1 (en) | 2000-04-28 | 2001-11-12 | Tanabe Seiyaku Co., Ltd. | Method for preparing microsphere |
| FI20002216A0 (fi) | 2000-10-06 | 2000-10-06 | Orion Yhtymae Oyj | Yhdistelmäpartikkelit astman hoitoon |
| GB0029562D0 (en) | 2000-12-04 | 2001-01-17 | Novartis Ag | Organic compounds |
| US20030055026A1 (en) | 2001-04-17 | 2003-03-20 | Dey L.P. | Formoterol/steroid bronchodilating compositions and methods of use thereof |
| DE10130371A1 (de) | 2001-06-23 | 2003-01-02 | Boehringer Ingelheim Pharma | Neue Arzneimittelkompositionen auf der Basis von Anticholinergika, Corticosteroiden und Betamimetika |
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-
2011
- 2011-07-25 MX MX2013004137A patent/MX2013004137A/es unknown
- 2011-07-25 KR KR1020187006863A patent/KR20180028563A/ko not_active Ceased
- 2011-07-25 AU AU2011315315A patent/AU2011315315B2/en not_active Ceased
- 2011-07-25 NZ NZ60935811A patent/NZ609358A/en not_active IP Right Cessation
- 2011-07-25 CN CN2011800597356A patent/CN103269694A/zh active Pending
- 2011-07-25 CN CN201711377918.8A patent/CN107998109A/zh active Pending
- 2011-07-25 BR BR112013008974A patent/BR112013008974A2/pt not_active IP Right Cessation
- 2011-07-25 RU RU2013119938A patent/RU2642624C2/ru not_active IP Right Cessation
- 2011-07-25 EP EP11752315.9A patent/EP2627325A1/en not_active Ceased
- 2011-07-25 CA CA2814445A patent/CA2814445A1/en not_active Abandoned
- 2011-07-25 KR KR1020137012107A patent/KR20140025308A/ko not_active Ceased
- 2011-07-25 JP JP2013533267A patent/JP2013542940A/ja active Pending
- 2011-07-25 US US13/879,145 patent/US10179139B2/en active Active
- 2011-07-25 WO PCT/GB2011/001115 patent/WO2012049444A1/en not_active Ceased
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2016
- 2016-10-06 JP JP2016197697A patent/JP2017039746A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP2627325A1 (en) | 2013-08-21 |
| AU2011315315A1 (en) | 2013-05-09 |
| CN103269694A (zh) | 2013-08-28 |
| NZ609358A (en) | 2015-04-24 |
| CN107998109A (zh) | 2018-05-08 |
| WO2012049444A1 (en) | 2012-04-19 |
| US20140147393A1 (en) | 2014-05-29 |
| BR112013008974A2 (pt) | 2023-12-19 |
| KR20140025308A (ko) | 2014-03-04 |
| RU2013119938A (ru) | 2014-11-20 |
| AU2011315315B2 (en) | 2016-08-18 |
| RU2642624C2 (ru) | 2018-01-25 |
| MX2013004137A (es) | 2013-07-29 |
| JP2017039746A (ja) | 2017-02-23 |
| KR20180028563A (ko) | 2018-03-16 |
| US10179139B2 (en) | 2019-01-15 |
| JP2013542940A (ja) | 2013-11-28 |
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| FZDE | Discontinued |
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