RU2019107168A - Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний - Google Patents
Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний Download PDFInfo
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- RU2019107168A RU2019107168A RU2019107168A RU2019107168A RU2019107168A RU 2019107168 A RU2019107168 A RU 2019107168A RU 2019107168 A RU2019107168 A RU 2019107168A RU 2019107168 A RU2019107168 A RU 2019107168A RU 2019107168 A RU2019107168 A RU 2019107168A
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- 238000000034 method Methods 0.000 title claims 11
- 201000010099 disease Diseases 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title 1
- 230000001404 mediated effect Effects 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 229940125904 compound 1 Drugs 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 7
- 238000012544 monitoring process Methods 0.000 claims 6
- 238000004497 NIR spectroscopy Methods 0.000 claims 5
- 229940125782 compound 2 Drugs 0.000 claims 5
- 238000000634 powder X-ray diffraction Methods 0.000 claims 5
- 230000005855 radiation Effects 0.000 claims 4
- 239000008187 granular material Substances 0.000 claims 3
- 239000000945 filler Substances 0.000 claims 2
- 238000005469 granulation Methods 0.000 claims 2
- 230000003179 granulation Effects 0.000 claims 2
- 238000002156 mixing Methods 0.000 claims 2
- 239000002245 particle Substances 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 239000007962 solid dispersion Substances 0.000 claims 2
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims 1
- 238000001069 Raman spectroscopy Methods 0.000 claims 1
- 239000008186 active pharmaceutical agent Substances 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 238000011437 continuous method Methods 0.000 claims 1
- 239000007884 disintegrant Substances 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 238000000227 grinding Methods 0.000 claims 1
- PURKAOJPTOLRMP-UHFFFAOYSA-N ivacaftor Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C)=C1NC(=O)C1=CNC2=CC=CC=C2C1=O PURKAOJPTOLRMP-UHFFFAOYSA-N 0.000 claims 1
- 238000011068 loading method Methods 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- UFSKUSARDNFIRC-UHFFFAOYSA-N lumacaftor Chemical compound N1=C(C=2C=C(C=CC=2)C(O)=O)C(C)=CC=C1NC(=O)C1(C=2C=C3OC(F)(F)OC3=CC=2)CC1 UFSKUSARDNFIRC-UHFFFAOYSA-N 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
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- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2095—Tabletting processes; Dosage units made by direct compression of powders or specially processed granules, by eliminating solvents, by melt-extrusion, by injection molding, by 3D printing
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/443—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with oxygen as a ring hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
- A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient
-
- 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
- A61K9/20—Pills, tablets, discs, rods
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
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- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01J—MEASUREMENT OF INTENSITY, VELOCITY, SPECTRAL CONTENT, POLARISATION, PHASE OR PULSE CHARACTERISTICS OF INFRARED, VISIBLE OR ULTRAVIOLET LIGHT; COLORIMETRY; RADIATION PYROMETRY
- G01J3/00—Spectrometry; Spectrophotometry; Monochromators; Measuring colours
- G01J3/28—Investigating the spectrum
- G01J3/44—Raman spectrometry; Scattering spectrometry ; Fluorescence spectrometry
- G01J3/4406—Fluorescence spectrometry
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/146—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic macromolecular compounds
Claims (20)
1. Непрерывный способ получения таблеток, содержащих форму I соединения 1 и твердую дисперсию, содержащую по существу аморфное соединение 2, включающий в себя стадии:
смешивания формы I соединения 1, твердой дисперсии, содержащей по существу аморфное соединение 2, наполнителя и дезинтегрирующего средства в смесителе для получения смеси;
получения раствора для грануляции с водой, связывающим средством и поверхностно-активным веществом;
загрузки смеси со стадии a) в непрерывный двухшнековый гранулятор с добавлением в то же время раствора для грануляции со стадии b) для получения гранул;
сушки гранул со стадии c) и их размола;
смешивания размолотых гранул со стадии d) с наполнителем, дезинтегрирующим средством и смазочным средством для получения смеси; и
прессования смеси со стадии e) в таблетки и мониторирование идентичности твердой формы соединения 1 и/или соединения 2 в таблетке с использованием спектроскопии Рамана;
где форма I соединения 1 представляет собой 3-(6-(1-(2,2-дифторбензо[d][1,3]диоксол-5-ил)циклопропанкарбоксамидо)-3-метилпиридин-2-ил)бензойную кислоту, которая характеризуется по меньшей мере одним пиком, имеющим значение угла 2θ, выбранное из 15,4 ± 0,2 градусов, 16,3 ± 0,2 градусов, и 14,5 ± 0,2 градусов, полученным методом рентгеновской порошковой дифракции с использованием излучения Cu K альфа;
где соединение 2 представляет собой N-(5-гидрокси-2,4-дитрет-бутил-фенил)-4-оксо-1H-хинолин-3-карбоксамид, и где
где по существу аморфное соединение 2 обладают менее, чем 15% кристалличностью.
2. Способ по п. 1, где по меньшей мере одна из вышеуказанных стадий (a)-(f) включает применение спектроскопии в ближней инфракрасной области (NIR) и/или лазерной дифракции для мониторирования определенных стандартов, где определенный стандарт выбран из однородности смеси, однородности гранул, влажности, распределения размера частиц, идентичности твердой формы активного фармацевтического ингредиента, массы, густоты, жесткости или толщины покрытия.
3. Способ по п.1, где стадия a) включает мониторирование однородности смеси с использованием NIR.
4. Способ по п.1, где стадия c) включает мониторирование однородности гранул и/или влажности с использованием NIR.
5. Способ по п.1, где стадия c) включает мониторирование распределения размера частиц с использованием лазерной дифракции.
6. Способ по п.1, где стадия e) включает мониторирование однородности смеси и/или влажности с использованием NIR.
7. Способ по п.1, где стадия f) дополнительно включает мониторирование массы, густоты и жесткости таблетки с использованием тестера таблеток.
8. Способ по п.1, где форма I соединения 1 характеризуется пиком, имеющим значение угла 2θ 15,4 ± 0,2 градусов, полученным методом рентгеновской порошковой дифракции с использованием излучения Cu K альфа.
9. Способ по п.1, где форма I соединения 1 характеризуется пиком, имеющим значение угла 2θ 16,3 ± 0,2 градусов, полученным методом рентгеновской порошковой дифракции с использованием излучения Cu K альфа.
10. Способ по п.1, где форма I соединения 1 характеризуется пиком, имеющим значение угла 2θ 14,5 ± 0,2 градусов, полученным методом рентгеновской порошковой дифракции с использованием излучения Cu K альфа.
11. Способ по п.1, где форма I соединения 1 характеризуется картиной рентгеновской порошковой дифракции, по существу такой, которая изображена на Фиг.2.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361903010P | 2013-11-12 | 2013-11-12 | |
| US61/903,010 | 2013-11-12 | ||
| US201461929604P | 2014-01-21 | 2014-01-21 | |
| US61/929,604 | 2014-01-21 | ||
| US201462000659P | 2014-05-20 | 2014-05-20 | |
| US62/000,659 | 2014-05-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016122882A Division RU2016122882A (ru) | 2013-11-12 | 2014-10-31 | Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний |
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| Publication Number | Publication Date |
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| RU2019107168A true RU2019107168A (ru) | 2019-05-20 |
| RU2019107168A3 RU2019107168A3 (ru) | 2019-10-11 |
| RU2718044C2 RU2718044C2 (ru) | 2020-03-30 |
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| RU2016122882A RU2016122882A (ru) | 2013-11-12 | 2014-10-31 | Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний |
| RU2019107168A RU2718044C2 (ru) | 2013-11-12 | 2014-10-31 | Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний |
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| RU2016122882A RU2016122882A (ru) | 2013-11-12 | 2014-10-31 | Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний |
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| Country | Link |
|---|---|
| US (1) | US10231932B2 (ru) |
| EP (1) | EP3068392B9 (ru) |
| JP (2) | JP6963896B2 (ru) |
| KR (1) | KR102280372B1 (ru) |
| CN (1) | CN105848657B (ru) |
| AU (1) | AU2014349010C1 (ru) |
| BR (1) | BR112016010403A2 (ru) |
| CA (1) | CA2930199C (ru) |
| DK (1) | DK3068392T5 (ru) |
| ES (1) | ES2865600T3 (ru) |
| HR (1) | HRP20210516T2 (ru) |
| HU (1) | HUE054389T2 (ru) |
| IL (2) | IL245584A0 (ru) |
| MX (1) | MX2016006118A (ru) |
| NZ (1) | NZ720958A (ru) |
| PL (1) | PL3068392T3 (ru) |
| PT (1) | PT3068392T (ru) |
| RS (1) | RS61790B1 (ru) |
| RU (2) | RU2016122882A (ru) |
| SG (1) | SG10201803930QA (ru) |
| SI (1) | SI3068392T1 (ru) |
| WO (1) | WO2015073231A1 (ru) |
| ZA (1) | ZA201603973B (ru) |
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| US20100074949A1 (en) | 2008-08-13 | 2010-03-25 | William Rowe | Pharmaceutical composition and administration thereof |
| LT2489659T (lt) | 2004-06-24 | 2018-03-26 | Vertex Pharmaceuticals Incorporated | Atp rišančios kasetės transporterių moduliatoriai |
| HUE032640T2 (en) | 2005-11-08 | 2017-10-30 | Vertex Pharma | Heterocyclic modulator of ATP-binding cassette transcripts |
| RS60205B1 (sr) | 2005-12-28 | 2020-06-30 | Vertex Pharma | Farmaceutske kompozicije amorfnog oblika n-[2,4-bis(1,1-dimetiletil)-5-hidroksifenil]-1,4-dihidro-4-oksohinolin-3-karboksamida |
| US7645789B2 (en) | 2006-04-07 | 2010-01-12 | Vertex Pharmaceuticals Incorporated | Indole derivatives as CFTR modulators |
| US10022352B2 (en) | 2006-04-07 | 2018-07-17 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
| HUE055205T2 (hu) | 2006-04-07 | 2021-11-29 | Vertex Pharma | ATP-kötõ kazetta transzporterek modulátorainak elõállítása |
| US8802868B2 (en) | 2010-03-25 | 2014-08-12 | Vertex Pharmaceuticals Incorporated | Solid forms of (R)-1(2,2-difluorobenzo[D][1,3]dioxo1-5-yl)-N-(1-(2,3-dihydroxypropyl-6-fluoro-2-(1-hydroxy-2-methylpropan2-yl)-1H-Indol-5-yl)-Cyclopropanecarboxamide |
| JP2013523833A (ja) | 2010-04-07 | 2013-06-17 | バーテックス ファーマシューティカルズ インコーポレイテッド | ３−（６−（１−（２，２−ジフルオロベンゾ［ｄ］［１，３］ジオキソール−５−イル）シクロプロパンカルボキサミド）−３−メチルピリジン−２−イル）安息香酸の医薬組成物およびその投与 |
| CA2797118C (en) | 2010-04-22 | 2021-03-30 | Vertex Pharmaceuticals Incorporated | Process of producing cycloalkylcarboxamido-indole compounds |
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| CN109966264A (zh) | 2012-02-27 | 2019-07-05 | 沃泰克斯药物股份有限公司 | 药物组合物及其施用 |
| EP2872122A1 (en) | 2012-07-16 | 2015-05-20 | Vertex Pharmaceuticals Incorporated | Pharmaceutical compositions of (r)-1-(2,2-diflurorbenzo[d][1,3]dioxol-5-yl)-n-(1-(2,3-dihydroxypropyl)-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)-1h-indol-5-yl) cyclopropanecarboxamide and administration thereof |
| KR102447581B1 (ko) | 2014-04-15 | 2022-09-28 | 버텍스 파마슈티칼스 인코포레이티드 | 낭포성 섬유증 막전도 조절자 매개 질환 치료용 약제학적 조성물 |
| PL3203840T3 (pl) | 2014-10-06 | 2021-01-11 | Vertex Pharmaceuticals Incorporated | Modulatory mukowiscydozowego przezbłonowego regulatora przewodnictwa |
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