JP2011516420A5 - - Google Patents
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- Publication number
- JP2011516420A5 JP2011516420A5 JP2011502011A JP2011502011A JP2011516420A5 JP 2011516420 A5 JP2011516420 A5 JP 2011516420A5 JP 2011502011 A JP2011502011 A JP 2011502011A JP 2011502011 A JP2011502011 A JP 2011502011A JP 2011516420 A5 JP2011516420 A5 JP 2011516420A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- compound
- aryl
- independently
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims description 80
- 150000003839 salts Chemical class 0.000 claims description 43
- 125000003118 aryl group Chemical group 0.000 claims description 34
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 125000001072 heteroaryl group Chemical group 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 22
- 125000000623 heterocyclic group Chemical group 0.000 claims description 22
- 125000002723 alicyclic group Chemical group 0.000 claims description 18
- 125000004429 atom Chemical group 0.000 claims description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 108010006533 ATP-Binding Cassette Transporters Proteins 0.000 claims description 13
- 102000005416 ATP-Binding Cassette Transporters Human genes 0.000 claims description 13
- 201000010099 disease Diseases 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000004104 aryloxy group Chemical group 0.000 claims description 8
- 230000000694 effects Effects 0.000 claims description 8
- -1 heteroalicyclic Chemical group 0.000 claims description 8
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000001118 alkylidene group Chemical group 0.000 claims description 6
- 230000007812 deficiency Effects 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000004001 thioalkyl group Chemical group 0.000 claims description 6
- 206010014561 Emphysema Diseases 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 239000012472 biological sample Substances 0.000 claims description 4
- 208000035475 disorder Diseases 0.000 claims description 4
- 239000012634 fragment Substances 0.000 claims description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- 125000002015 acyclic group Chemical group 0.000 claims description 3
- 208000024827 Alzheimer disease Diseases 0.000 claims description 2
- 102000014461 Ataxins Human genes 0.000 claims description 2
- 108010078286 Ataxins Proteins 0.000 claims description 2
- 102100022548 Beta-hexosaminidase subunit alpha Human genes 0.000 claims description 2
- 208000014644 Brain disease Diseases 0.000 claims description 2
- 206010008025 Cerebellar ataxia Diseases 0.000 claims description 2
- 208000010693 Charcot-Marie-Tooth Disease Diseases 0.000 claims description 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 2
- 208000035473 Communicable disease Diseases 0.000 claims description 2
- 206010062264 Congenital hyperthyroidism Diseases 0.000 claims description 2
- 208000020406 Creutzfeldt Jacob disease Diseases 0.000 claims description 2
- 208000003407 Creutzfeldt-Jakob Syndrome Diseases 0.000 claims description 2
- 208000010859 Creutzfeldt-Jakob disease Diseases 0.000 claims description 2
- 201000003883 Cystic fibrosis Diseases 0.000 claims description 2
- 208000003556 Dry Eye Syndromes Diseases 0.000 claims description 2
- 206010013883 Dwarfism Diseases 0.000 claims description 2
- 208000024720 Fabry Disease Diseases 0.000 claims description 2
- 201000011240 Frontotemporal dementia Diseases 0.000 claims description 2
- 206010019860 Hereditary angioedema Diseases 0.000 claims description 2
- 208000033981 Hereditary haemochromatosis Diseases 0.000 claims description 2
- 208000023105 Huntington disease Diseases 0.000 claims description 2
- 206010060378 Hyperinsulinaemia Diseases 0.000 claims description 2
- 208000000563 Hyperlipoproteinemia Type II Diseases 0.000 claims description 2
- 206010051125 Hypofibrinogenaemia Diseases 0.000 claims description 2
- 208000000038 Hypoparathyroidism Diseases 0.000 claims description 2
- 102100024640 Low-density lipoprotein receptor Human genes 0.000 claims description 2
- 208000015439 Lysosomal storage disease Diseases 0.000 claims description 2
- 208000008955 Mucolipidoses Diseases 0.000 claims description 2
- 206010072928 Mucolipidosis type II Diseases 0.000 claims description 2
- 208000002678 Mucopolysaccharidoses Diseases 0.000 claims description 2
- 206010068871 Myotonic dystrophy Diseases 0.000 claims description 2
- 206010031243 Osteogenesis imperfecta Diseases 0.000 claims description 2
- 208000018737 Parkinson disease Diseases 0.000 claims description 2
- 208000000609 Pick Disease of the Brain Diseases 0.000 claims description 2
- 201000005660 Protein C Deficiency Diseases 0.000 claims description 2
- 208000021386 Sjogren Syndrome Diseases 0.000 claims description 2
- 208000009415 Spinocerebellar Ataxias Diseases 0.000 claims description 2
- 208000022292 Tay-Sachs disease Diseases 0.000 claims description 2
- 206010045261 Type IIa hyperlipidaemia Diseases 0.000 claims description 2
- 102100026383 Vasopressin-neurophysin 2-copeptin Human genes 0.000 claims description 2
- 208000004622 abetalipoproteinemia Diseases 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 2
- 239000003242 anti bacterial agent Substances 0.000 claims description 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 2
- 229960005475 antiinfective agent Drugs 0.000 claims description 2
- 239000004599 antimicrobial Substances 0.000 claims description 2
- 201000004562 autosomal dominant cerebellar ataxia Diseases 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 229940124630 bronchodilator Drugs 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 201000010064 diabetes insipidus Diseases 0.000 claims description 2
- 206010012601 diabetes mellitus Diseases 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 230000002124 endocrine Effects 0.000 claims description 2
- 239000003172 expectorant agent Substances 0.000 claims description 2
- 201000001386 familial hypercholesterolemia Diseases 0.000 claims description 2
- 208000013746 hereditary thrombophilia due to congenital protein C deficiency Diseases 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 230000003451 hyperinsulinaemic effect Effects 0.000 claims description 2
- 201000008980 hyperinsulinism Diseases 0.000 claims description 2
- 238000000338 in vitro Methods 0.000 claims description 2
- 238000001727 in vivo Methods 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 150000002632 lipids Chemical class 0.000 claims description 2
- 201000001441 melanoma Diseases 0.000 claims description 2
- 125000002950 monocyclic group Chemical group 0.000 claims description 2
- 208000020460 mucolipidosis II alpha/beta Diseases 0.000 claims description 2
- 229940066491 mucolytics Drugs 0.000 claims description 2
- 206010028093 mucopolysaccharidosis Diseases 0.000 claims description 2
- 201000000585 muscular atrophy Diseases 0.000 claims description 2
- 208000000638 myeloperoxidase deficiency Diseases 0.000 claims description 2
- 230000004770 neurodegeneration Effects 0.000 claims description 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 2
- 230000007823 neuropathy Effects 0.000 claims description 2
- 201000001119 neuropathy Diseases 0.000 claims description 2
- 235000015097 nutrients Nutrition 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 108010040003 polyglutamine Proteins 0.000 claims description 2
- 229920000155 polyglutamine Polymers 0.000 claims description 2
- 230000000750 progressive effect Effects 0.000 claims description 2
- 208000011580 syndromic disease Diseases 0.000 claims description 2
- 150000001260 acyclic compounds Chemical group 0.000 claims 1
- 229940088710 antibiotic agent Drugs 0.000 claims 1
- 239000000168 bronchodilator agent Substances 0.000 claims 1
- 210000000170 cell membrane Anatomy 0.000 claims 1
- 0 C*1C2C(C)(C)CCC12 Chemical compound C*1C2C(C)(C)CCC12 0.000 description 9
- 238000000034 method Methods 0.000 description 5
- 102000012605 Cystic Fibrosis Transmembrane Conductance Regulator Human genes 0.000 description 4
- 108010079245 Cystic Fibrosis Transmembrane Conductance Regulator Proteins 0.000 description 4
- DYQQZIVYJMLWTD-UHFFFAOYSA-N CC(C)N(CCOC(C)c(cccc1)c1OC)C(C)C Chemical compound CC(C)N(CCOC(C)c(cccc1)c1OC)C(C)C DYQQZIVYJMLWTD-UHFFFAOYSA-N 0.000 description 1
- ITAXXPAEDHHVDK-UHFFFAOYSA-N CC(c(cccc1)c1OC)OCCN1CCCCC1 Chemical compound CC(c(cccc1)c1OC)OCCN1CCCCC1 ITAXXPAEDHHVDK-UHFFFAOYSA-N 0.000 description 1
- ODENTAMIJLBWSF-UHFFFAOYSA-N CC(c1ccccc1OC)N1CC(C)OC(C)C1 Chemical compound CC(c1ccccc1OC)N1CC(C)OC(C)C1 ODENTAMIJLBWSF-UHFFFAOYSA-N 0.000 description 1
- IPEOALIFMRMNRT-UHFFFAOYSA-N CC(c1ccccc1OC)N1CCCC1 Chemical compound CC(c1ccccc1OC)N1CCCC1 IPEOALIFMRMNRT-UHFFFAOYSA-N 0.000 description 1
- YUMRNIILPQNWDO-UHFFFAOYSA-N CC(c1ccccc1OC)N1CCN(CCO)CC1 Chemical compound CC(c1ccccc1OC)N1CCN(CCO)CC1 YUMRNIILPQNWDO-UHFFFAOYSA-N 0.000 description 1
- CBVDDSUFZQULQL-UHFFFAOYSA-N CC(c1ccccc1OC)N1CCN(CCOC)CC1 Chemical compound CC(c1ccccc1OC)N1CCN(CCOC)CC1 CBVDDSUFZQULQL-UHFFFAOYSA-N 0.000 description 1
- WSDVHWASCHELJA-UHFFFAOYSA-N CC(c1ccccc1OC)N1CCOCC1 Chemical compound CC(c1ccccc1OC)N1CCOCC1 WSDVHWASCHELJA-UHFFFAOYSA-N 0.000 description 1
- PYGFIGLUHGUOGN-UHFFFAOYSA-N CCN(CC)C(C)c(cccc1)c1OC Chemical compound CCN(CC)C(C)c(cccc1)c1OC PYGFIGLUHGUOGN-UHFFFAOYSA-N 0.000 description 1
- NUDVJQOVBFONPG-UHFFFAOYSA-N CCc(c(Cl)ccc1)c1Cl Chemical compound CCc(c(Cl)ccc1)c1Cl NUDVJQOVBFONPG-UHFFFAOYSA-N 0.000 description 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N CCc1ccccc1C Chemical compound CCc1ccccc1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- CVGAWKYSRYXQOI-UHFFFAOYSA-N CCc1ccccc1Cl Chemical compound CCc1ccccc1Cl CVGAWKYSRYXQOI-UHFFFAOYSA-N 0.000 description 1
- XQFJDFIHJKPUEL-UHFFFAOYSA-N CN(C)c(cccc1)c1OC Chemical compound CN(C)c(cccc1)c1OC XQFJDFIHJKPUEL-UHFFFAOYSA-N 0.000 description 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N CNCc1ccccc1 Chemical compound CNCc1ccccc1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 description 1
- KNZWULOUXYKBLH-UHFFFAOYSA-N CNc(cccc1)c1OC Chemical compound CNc(cccc1)c1OC KNZWULOUXYKBLH-UHFFFAOYSA-N 0.000 description 1
- WFWDIWPWCNUWLM-UHFFFAOYSA-N COc1ccccc1C(N1CCCCC1)I Chemical compound COc1ccccc1C(N1CCCCC1)I WFWDIWPWCNUWLM-UHFFFAOYSA-N 0.000 description 1
- WGRPQCFFBRDZFV-UHFFFAOYSA-N Cc1cccc(C(N)=O)c1 Chemical compound Cc1cccc(C(N)=O)c1 WGRPQCFFBRDZFV-UHFFFAOYSA-N 0.000 description 1
- ZDBWNRRPANCKMV-UHFFFAOYSA-N IOCc1ccccc1 Chemical compound IOCc1ccccc1 ZDBWNRRPANCKMV-UHFFFAOYSA-N 0.000 description 1
- POHJRJNCZQENQG-UHFFFAOYSA-N O=C1NC=CC(I)=C1 Chemical compound O=C1NC=CC(I)=C1 POHJRJNCZQENQG-UHFFFAOYSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4077608P | 2008-03-31 | 2008-03-31 | |
| US61/040,776 | 2008-03-31 | ||
| PCT/US2009/038203 WO2009123896A1 (en) | 2008-03-31 | 2009-03-25 | Pyridyl derivatives as cftr modulators |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014018199A Division JP5930487B2 (ja) | 2008-03-31 | 2014-02-03 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011516420A JP2011516420A (ja) | 2011-05-26 |
| JP2011516420A5 true JP2011516420A5 (enExample) | 2013-03-21 |
| JP5622285B2 JP5622285B2 (ja) | 2014-11-12 |
Family
ID=40790781
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011502011A Active JP5622285B2 (ja) | 2008-03-31 | 2009-03-25 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
| JP2014018199A Active JP5930487B2 (ja) | 2008-03-31 | 2014-02-03 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
| JP2015088075A Withdrawn JP2015131860A (ja) | 2008-03-31 | 2015-04-23 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014018199A Active JP5930487B2 (ja) | 2008-03-31 | 2014-02-03 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
| JP2015088075A Withdrawn JP2015131860A (ja) | 2008-03-31 | 2015-04-23 | Ｃｆｔｒモジュレーターとしてのピリジル誘導体 |
Country Status (17)
| Country | Link |
|---|---|
| US (3) | US8227615B2 (enExample) |
| EP (3) | EP2271621B1 (enExample) |
| JP (3) | JP5622285B2 (enExample) |
| CN (2) | CN101981011B (enExample) |
| AU (1) | AU2009231993B2 (enExample) |
| CA (1) | CA2718310C (enExample) |
| CY (1) | CY1116953T1 (enExample) |
| DK (1) | DK2615085T3 (enExample) |
| ES (2) | ES2552990T3 (enExample) |
| HK (1) | HK1198537A1 (enExample) |
| HR (1) | HRP20151141T1 (enExample) |
| HU (1) | HUE026220T2 (enExample) |
| NZ (3) | NZ616097A (enExample) |
| PL (1) | PL2615085T3 (enExample) |
| PT (1) | PT2615085E (enExample) |
| SI (1) | SI2615085T1 (enExample) |
| WO (1) | WO2009123896A1 (enExample) |
Families Citing this family (137)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7973169B2 (en) | 2003-09-06 | 2011-07-05 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-Binding Cassette transporters |
| CN101675928A (zh) * | 2003-11-14 | 2010-03-24 | 沃泰克斯药物股份有限公司 | 可用作atp-结合弹夹转运蛋白调控剂的噻唑和噁唑 |
| BRPI0507278A (pt) * | 2004-01-30 | 2007-06-26 | Vertex Pharma | moduladores dos transportadores do cassete de ligação ao atp |
| US7977322B2 (en) | 2004-08-20 | 2011-07-12 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
| CA2881078C (en) | 2004-06-24 | 2018-10-02 | Vertex Pharmaceuticals Incorporated | Modulators of atp-binding cassette transporters |
| RU2008109031A (ru) | 2005-08-11 | 2009-09-20 | Вертекс Фармасьютикалз Инкорпорейтед (Us) | Модуляторы муковисцидозного трансмембранного регулятора проводимости |
| PT2404919E (pt) * | 2005-11-08 | 2013-10-22 | Vertex Pharma | Composto heterocíclico útil como um modulador de transportadores de cassete de ligação a atp |
| EP2016065B1 (en) | 2005-12-28 | 2012-09-19 | Vertex Pharmaceuticals Incorporated | 1-(benzo[d][1,3]dioxol-5-yl)-n-(phenyl)cyclopropane-carboxamide derivatives and related compounds as modulators of atp-binding cassette transporters for the treatment of cystic fibrosis |
| LT1993360T (lt) | 2005-12-28 | 2017-06-12 | Vertex Pharmaceuticals Incorporated | N-[2,4-bis(1,1-dimetiletil)-5-hidroksifenil]-1,4-dihidro-4-oksochinolin-3-karboksamido kieta forma |
| US7671221B2 (en) * | 2005-12-28 | 2010-03-02 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-Binding Cassette transporters |
| US10022352B2 (en) | 2006-04-07 | 2018-07-17 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
| JP5420395B2 (ja) | 2006-04-07 | 2014-02-19 | 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 | Ａｔｐ結合カセット輸送体の調節剤 |
| US7645789B2 (en) * | 2006-04-07 | 2010-01-12 | Vertex Pharmaceuticals Incorporated | Indole derivatives as CFTR modulators |
| USRE50453E1 (en) | 2006-04-07 | 2025-06-10 | Vertex Pharmaceuticals Incorporated | Indole derivatives as CFTR modulators |
| US8563573B2 (en) * | 2007-11-02 | 2013-10-22 | Vertex Pharmaceuticals Incorporated | Azaindole derivatives as CFTR modulators |
| EP2164840A2 (en) * | 2007-05-09 | 2010-03-24 | Vertex Pharmaceuticals Incorporated | Modulators of cftr |
| CA2687764A1 (en) * | 2007-05-25 | 2008-12-04 | Vertex Pharmaceuticals Incorporated | Ion channel modulators and methods of use |
| CA2696298C (en) | 2007-08-24 | 2016-09-06 | Vertex Pharmaceuticals Incorporated | Modulators of cystic fibrosis transmembrane conductance regulator |
| WO2009049159A1 (en) | 2007-10-10 | 2009-04-16 | Parion Sciences, Inc. | Delivering osmolytes by nasal cannula |
| CN102743385B (zh) | 2007-11-16 | 2014-09-17 | 沃泰克斯药物股份有限公司 | Atp结合盒转运蛋白的异喹啉调节剂 |
| US20100036130A1 (en) | 2007-12-07 | 2010-02-11 | Vertex Pharmaceuticals Incorporated | Processes for producing cycloalkylcarboxamido-pyridine benzoic acids |
| CA2989620C (en) | 2007-12-07 | 2022-05-03 | Vertex Pharmaceuticals Incorporated | Processes for producing cycloalkylcarboxamido-pyridine benzoic acids |
| HUE049642T2 (hu) * | 2007-12-07 | 2020-09-28 | Vertex Pharma | 3-(6-(1-(2,2-Difluorbenzo[d][1,3]dioxol-5-il)-ciklopropánkarboxamido)-3-metilpiridin-2-il)-benzoesav szilárd formái |
| AU2008335439A1 (en) * | 2007-12-07 | 2009-06-18 | Vertex Pharmaceuticals Incorporated | Formulations of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid |
| CA2716109C (en) | 2008-02-28 | 2016-07-19 | Vertex Pharmaceuticals Incorporated | Heteroaryl derivatives as cftr modulators |
| NZ616097A (en) | 2008-03-31 | 2015-04-24 | Vertex Pharma | Pyridyl derivatives as cftr modulators |
| US20100074949A1 (en) | 2008-08-13 | 2010-03-25 | William Rowe | Pharmaceutical composition and administration thereof |
| US12458635B2 (en) | 2008-08-13 | 2025-11-04 | Vertex Pharmaceuticals Incorporated | Pharmaceutical composition and administrations thereof |
| WO2010037066A2 (en) * | 2008-09-29 | 2010-04-01 | Vertex Pharmaceuticals Incorporated | Dosage units of 3-(6-(1-(2,2-difluorobenzo [d] [1,3] dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)benzoic acid |
| MX2011004375A (es) | 2008-10-23 | 2013-03-07 | Vertex Pharma | Moduladores del regulador de conductancia transmembrana de fibrosis quistica. |
| SI3330255T1 (sl) | 2009-03-20 | 2021-03-31 | Vertex Pharmaceuticals Incorporated | Postopek izdelave regulatorja transmembranske prevodnosti pri cistični fibrozi |
| US8247436B2 (en) | 2010-03-19 | 2012-08-21 | Novartis Ag | Pyridine and pyrazine derivative for the treatment of CF |
| 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 |
| ES2900353T3 (es) | 2010-04-07 | 2022-03-16 | Vertex Pharma | Composiciones farmacéuticas de ácido 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-il)ciclopropanocarboxamido)-3-metilpiriidin-2-il)benzoico y administración de las mismas |
| TWI549950B (zh) | 2010-04-07 | 2016-09-21 | 維泰克斯製藥公司 | ３－（６－（１－（２，２－二氟苯并［ｄ］［１，３］二氧雜環戊烯－５－基）環丙烷甲醯胺基）－３－甲基吡啶－２－基）苯甲酸之固體形式 |
| RU2569678C2 (ru) | 2010-04-22 | 2015-11-27 | Вертекс Фармасьютикалз Инкорпорейтед | Способ получения циклоалкилкарбоксамидо-индольных соединений |
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| CN102133402B (zh) * | 2011-03-24 | 2013-06-12 | 首都医科大学附属北京同仁医院 | 囊性纤维化跨膜转导调节因子抑制剂在制备治疗糖尿病药物中的应用 |
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