JP2020502103A5 - - Google Patents
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- Publication number
- JP2020502103A5 JP2020502103A5 JP2019531417A JP2019531417A JP2020502103A5 JP 2020502103 A5 JP2020502103 A5 JP 2020502103A5 JP 2019531417 A JP2019531417 A JP 2019531417A JP 2019531417 A JP2019531417 A JP 2019531417A JP 2020502103 A5 JP2020502103 A5 JP 2020502103A5
- Authority
- JP
- Japan
- Prior art keywords
- triazine
- trifluoromethyl
- carbonitrile
- amino
- pyrimidin
- 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
Links
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 45
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 39
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 35
- 125000005843 halogen group Chemical group 0.000 claims 25
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 21
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims 21
- 150000003839 salts Chemical class 0.000 claims 19
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 18
- XOXCGVGVMDZKLG-UHFFFAOYSA-N 1,2,4-triazine-6-carbonitrile Chemical compound N#CC1=CN=CN=N1 XOXCGVGVMDZKLG-UHFFFAOYSA-N 0.000 claims 18
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 18
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 15
- 239000008194 pharmaceutical composition Substances 0.000 claims 15
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 12
- 229910052760 oxygen Inorganic materials 0.000 claims 12
- 229910052717 sulfur Inorganic materials 0.000 claims 12
- -1 -OH Chemical group 0.000 claims 10
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 201000003883 Cystic fibrosis Diseases 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- AFZUNERWCCUFTA-HNNXBMFYSA-N 1-[(1S)-1-[1-(2-fluorophenyl)pyrazol-4-yl]propyl]-3-[2-(trifluoromethyl)pyrimidin-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound FC1=C(C=CC=C1)N1N=CC(=C1)[C@H](CC)N1N=C(C=2C1=NC=NC=2N)C=1C=NC(=NC=1)C(F)(F)F AFZUNERWCCUFTA-HNNXBMFYSA-N 0.000 claims 2
- SAMIUHUFHOUXDH-LBPRGKRZSA-N 4-amino-5-[2-(difluoromethyl)pyrimidin-5-yl]-7-[(1S)-1-[1-(2-fluorophenyl)pyrazol-4-yl]ethyl]pyrrolo[2,1-f][1,2,4]triazine-6-carbonitrile Chemical compound NC1=NC=NN2C1=C(C(=C2[C@@H](C)C=1C=NN(C=1)C1=C(C=CC=C1)F)C#N)C=1C=NC(=NC=1)C(F)F SAMIUHUFHOUXDH-LBPRGKRZSA-N 0.000 claims 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 206010010774 Constipation Diseases 0.000 claims 2
- 208000003556 Dry Eye Syndromes Diseases 0.000 claims 2
- 102000003837 Epithelial Sodium Channels Human genes 0.000 claims 2
- 108090000140 Epithelial Sodium Channels Proteins 0.000 claims 2
- WMBWREPUVVBILR-UHFFFAOYSA-N GCG Natural products C=1C(O)=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-UHFFFAOYSA-N 0.000 claims 2
- 108091034117 Oligonucleotide Proteins 0.000 claims 2
- 206010033645 Pancreatitis Diseases 0.000 claims 2
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 2
- 230000003321 amplification Effects 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 230000004900 autophagic degradation Effects 0.000 claims 2
- 201000009267 bronchiectasis Diseases 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000003623 enhancer Substances 0.000 claims 2
- 229940030275 epigallocatechin gallate Drugs 0.000 claims 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 2
- 239000000411 inducer Substances 0.000 claims 2
- 239000003112 inhibitor Substances 0.000 claims 2
- 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 2
- 229960004508 ivacaftor Drugs 0.000 claims 2
- 238000003199 nucleic acid amplification method Methods 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- VSPXQZSDPSOPRO-UHFFFAOYSA-N pyrrolo[2,1-f][1,2,4]triazin-4-amine Chemical compound NC1=NC=NN2C=CC=C12 VSPXQZSDPSOPRO-UHFFFAOYSA-N 0.000 claims 2
- 201000009890 sinusitis Diseases 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
- AFZUNERWCCUFTA-OAHLLOKOSA-N 1-[(1R)-1-[1-(2-fluorophenyl)pyrazol-4-yl]propyl]-3-[2-(trifluoromethyl)pyrimidin-5-yl]pyrazolo[3,4-d]pyrimidin-4-amine Chemical compound FC1=C(C=CC=C1)N1N=CC(=C1)[C@@H](CC)N1N=C(C=2C1=NC=NC=2N)C=1C=NC(=NC=1)C(F)(F)F AFZUNERWCCUFTA-OAHLLOKOSA-N 0.000 claims 1
- XRPSUWYWZUQALB-UHFFFAOYSA-N 2-[7-ethoxy-4-(3-fluorophenyl)-1-oxophthalazin-2-yl]-n-methyl-n-(2-methyl-1,3-benzoxazol-6-yl)acetamide Chemical compound N=1N(CC(=O)N(C)C=2C=C3OC(C)=NC3=CC=2)C(=O)C2=CC(OCC)=CC=C2C=1C1=CC=CC(F)=C1 XRPSUWYWZUQALB-UHFFFAOYSA-N 0.000 claims 1
- USHQRIKZLHNPQR-JTQLQIEISA-N 3-amino-6-methoxy-n-[(2s)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-5-(trifluoromethyl)pyridine-2-carboxamide Chemical compound COC1=NC(C(=O)NC[C@](C)(O)C(F)(F)F)=C(N)C=C1C(F)(F)F USHQRIKZLHNPQR-JTQLQIEISA-N 0.000 claims 1
- SAMIUHUFHOUXDH-GFCCVEGCSA-N 4-amino-5-[2-(difluoromethyl)pyrimidin-5-yl]-7-[(1R)-1-[1-(2-fluorophenyl)pyrazol-4-yl]ethyl]pyrrolo[2,1-f][1,2,4]triazine-6-carbonitrile Chemical compound NC1=NC=NN2C1=C(C(=C2[C@H](C)C=1C=NN(C=1)C1=C(C=CC=C1)F)C#N)C=1C=NC(=NC=1)C(F)F SAMIUHUFHOUXDH-GFCCVEGCSA-N 0.000 claims 1
- FGKQBFYFWGJJEW-UHFFFAOYSA-N 4-amino-5-[2-(difluoromethyl)pyrimidin-5-yl]-7-[[1-(2-fluorophenyl)pyrazol-4-yl]methyl]pyrrolo[2,1-f][1,2,4]triazine-6-carbonitrile Chemical compound NC1=NC=NN2C1=C(C(=C2CC=1C=NN(C=1)C1=C(C=CC=C1)F)C#N)C=1C=NC(=NC=1)C(F)F FGKQBFYFWGJJEW-UHFFFAOYSA-N 0.000 claims 1
- VOFPXZYNHTZROI-UHFFFAOYSA-N 4-amino-7-[[1-(2-fluorophenyl)pyrazol-4-yl]methyl]-5-[2-(trifluoromethyl)pyrimidin-5-yl]pyrrolo[2,1-f][1,2,4]triazine-6-carbonitrile Chemical compound NC1=NC=NN2C1=C(C(=C2CC=1C=NN(C=1)C1=C(C=CC=C1)F)C#N)C=1C=NC(=NC=1)C(F)(F)F VOFPXZYNHTZROI-UHFFFAOYSA-N 0.000 claims 1
- LBZUNGRVXZQQBE-SNVBAGLBSA-N 7-[(1S)-1-[1-(2,4-difluorophenyl)triazol-4-yl]ethyl]-5-[2-(trifluoromethyl)pyrimidin-5-yl]pyrrolo[2,1-f][1,2,4]triazin-4-amine Chemical compound FC1=C(C=CC(=C1)F)N1N=NC(=C1)[C@@H](C)C1=CC(=C2C(=NC=NN21)N)C=1C=NC(=NC=1)C(F)(F)F LBZUNGRVXZQQBE-SNVBAGLBSA-N 0.000 claims 1
- 241000122049 Hesperiidae Species 0.000 claims 1
- XPEHHUISIBFLHX-RAIGVLPGSA-N O[C@H](C)C1=NN=C(O1)[C@@H]1C[C@H](C1)NC(=O)C1=CC(=NO1)C1=CC=CC=C1 Chemical group O[C@H](C)C1=NN=C(O1)[C@@H]1C[C@H](C1)NC(=O)C1=CC(=NO1)C1=CC=CC=C1 XPEHHUISIBFLHX-RAIGVLPGSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000000068 chlorophenyl group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 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
- 229960003151 mercaptamine Drugs 0.000 claims 1
- PURKAOJPTOLRMP-ASMGOKTBSA-N n-[2-tert-butyl-4-[1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-yl]-5-hydroxyphenyl]-4-oxo-1h-quinoline-3-carboxamide Chemical compound C1=C(O)C(C(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])=CC(C(C)(C)C)=C1NC(=O)C1=CNC2=CC=CC=C2C1=O PURKAOJPTOLRMP-ASMGOKTBSA-N 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 230000007111 proteostasis Effects 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 claims 1
- BVCRYZCZHIUGTH-UHFFFAOYSA-N triazine-4-carbonitrile Chemical compound N#CC1=CC=NN=N1 BVCRYZCZHIUGTH-UHFFFAOYSA-N 0.000 claims 1
- 0 CN(C)C(C=*1)=C*1N Chemical compound CN(C)C(C=*1)=C*1N 0.000 description 3
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662435253P | 2016-12-16 | 2016-12-16 | |
| US62/435,253 | 2016-12-16 | ||
| PCT/US2017/066317 WO2018112149A1 (en) | 2016-12-16 | 2017-12-14 | Bycyclic heteroaryl derivatives as cftr potentiators |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2020502103A JP2020502103A (ja) | 2020-01-23 |
| JP2020502103A5 true JP2020502103A5 (enExample) | 2021-01-28 |
| JPWO2018112149A5 JPWO2018112149A5 (enExample) | 2022-05-24 |
| JP7150721B2 JP7150721B2 (ja) | 2022-10-11 |
Family
ID=62557188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019531417A Active JP7150721B2 (ja) | 2016-12-16 | 2017-12-14 | Ｃｆｔｒ増強物質としての二環式ヘテロアリール誘導体 |
Country Status (10)
| Country | Link |
|---|---|
| US (4) | US10131670B2 (enExample) |
| EP (1) | EP3554506B1 (enExample) |
| JP (1) | JP7150721B2 (enExample) |
| CN (1) | CN110300589B (enExample) |
| AU (2) | AU2017378324B2 (enExample) |
| CA (1) | CA3046968A1 (enExample) |
| MX (1) | MX391651B (enExample) |
| RU (1) | RU2753056C2 (enExample) |
| SG (2) | SG10201911076QA (enExample) |
| WO (1) | WO2018112149A1 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG10201913603QA (en) | 2014-10-06 | 2020-02-27 | Vertex Pharma | Modulators of cystic fibrosis transmembrane conductance regulator |
| EP3379933B1 (en) | 2015-11-25 | 2023-02-15 | Gilead Apollo, LLC | Fungicidal compositions containing derivatives of 2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidine |
| MX2018006286A (es) | 2015-11-25 | 2018-09-07 | Gilead Apollo Llc | Inhibidores de acc pirazolicos y usos de los mismos. |
| JP2018536660A (ja) | 2015-11-25 | 2018-12-13 | ギリアド アポロ， エルエルシー | エステルａｃｃ阻害剤およびその使用 |
| AU2016361428A1 (en) | 2015-11-25 | 2018-05-24 | Gilead Apollo, Llc | Triazole ACC inhibitors and uses thereof |
| US10570115B2 (en) | 2016-09-30 | 2020-02-25 | Vertex Pharmaceuticals Incorporated | Modulator of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator |
| HRP20201946T1 (hr) | 2016-12-09 | 2021-01-22 | Vertex Pharmaceuticals Incorporated | Modulator regulatora transmembranske provodljivosti cistične fibroze, farmaceutski sastavi, postupci liječenja, i postupak za dobivanje modulatora |
| MA54105A (fr) | 2017-06-08 | 2021-09-15 | Vertex Pharma | Méthodes de traitement de la fibrose kystique |
| US11517564B2 (en) | 2017-07-17 | 2022-12-06 | Vertex Pharmaceuticals Incorporated | Methods of treatment for cystic fibrosis |
| ES2912657T3 (es) | 2017-08-02 | 2022-05-26 | Vertex Pharma | Procesos para preparar compuestos de pirrolidina |
| WO2019079760A1 (en) | 2017-10-19 | 2019-04-25 | Vertex Pharmaceuticals Incorporated | CRYSTALLINE FORMS AND COMPOSITIONS OF CFTR MODULATORS |
| MA51039A (fr) | 2017-12-08 | 2020-10-14 | Vertex Pharma | Procédés pour préparer des modulateurs du régulateur de la conductance transmembranaire de la mucoviscidose |
| TWI810243B (zh) | 2018-02-05 | 2023-08-01 | 美商維泰克斯製藥公司 | 用於治療囊腫纖化症之醫藥組合物 |
| MD3752510T2 (ro) | 2018-02-15 | 2023-06-30 | Vertex Pharma | Macrociclii ca modulatori ai regulatorului conductanței transmembranare în fibroza chistică, compoziții farmaceutice ale acestora, utilizarea lor în tratamentul fibrozei chistice, și procedeu pentru fabricarea acestora |
| EP3774825A1 (en) | 2018-04-13 | 2021-02-17 | Vertex Pharmaceuticals Incorporated | Modulators of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator |
| AR118555A1 (es) * | 2019-04-03 | 2021-10-20 | Vertex Pharma | Agentes moduladores del regulador de la conductancia transmembrana de la fibrosis quística |
| AU2020290094B2 (en) * | 2019-06-10 | 2024-01-18 | Novartis Ag | Pyridine and pyrazine derivative for the treatment of CF, COPD, and bronchiectasis |
| KR20220035421A (ko) | 2019-07-15 | 2022-03-22 | 노파르티스 아게 | (s)-3-아미노-6-메톡시-n-(3,3,3-트리플루오로-2-히드록시-2-메틸프로필)-5-(트리플루오로메틸)피콜린아미드의 제형 |
| TWI899097B (zh) | 2019-08-14 | 2025-10-01 | 美商維泰克斯製藥公司 | 製備cftr調節劑之方法 |
| CA3150162A1 (en) | 2019-08-14 | 2021-02-18 | Vertex Pharmaceuticals Incorporated | Crystalline forms of cftr modulators |
| TWI867024B (zh) | 2019-08-14 | 2024-12-21 | 美商維泰克斯製藥公司 | 囊腫纖維化跨膜傳導調節蛋白之調節劑 |
| JP2023538125A (ja) | 2020-08-20 | 2023-09-06 | ザ ボード オブ トラスティーズ オブ ザ レランド スタンフォード ジュニア ユニバーシティー | 粘液過剰分泌を特徴とする呼吸器疾患を処置するための方法 |
| KR20230118123A (ko) | 2020-12-10 | 2023-08-10 | 버텍스 파마슈티칼스 인코포레이티드 | 낭성 섬유증 치료 방법 |
| CN112876524B (zh) * | 2021-01-26 | 2022-10-28 | 上海法默生物科技有限公司 | 一种瑞德西韦中间体的制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10135815A1 (de) | 2001-07-23 | 2003-02-06 | Bayer Ag | Verwendung von 2-Alkoxyphenyl-substituierten Imidazotriazinonen |
| TWI329112B (en) | 2002-07-19 | 2010-08-21 | Bristol Myers Squibb Co | Novel inhibitors of kinases |
| US20050008640A1 (en) | 2003-04-23 | 2005-01-13 | Wendy Waegell | Method of treating transplant rejection |
| US7429596B2 (en) * | 2003-06-20 | 2008-09-30 | The Regents Of The University Of California | 1H-pyrrolo [2,3-D] pyrimidine derivatives and methods of use thereof |
| JP5249776B2 (ja) | 2005-12-02 | 2013-07-31 | バイエル・ヘルスケア・エルエルシー | 過剰増殖性疾患および血管新生と関連する疾患を処置するために有用な置換された４−アミノ−ピロロトリアジン誘導体 |
| JP5512975B2 (ja) | 2005-12-29 | 2014-06-04 | アッヴィ・インコーポレイテッド | タンパク質キナーゼ阻害薬 |
| KR20120051760A (ko) | 2006-04-04 | 2012-05-22 | 더 리젠트스 오브 더 유니이버시티 오브 캘리포니아 | 키나제 길항물질 |
| WO2009062118A2 (en) * | 2007-11-07 | 2009-05-14 | Foldrx Pharmaceuticals, Inc. | Modulation of protein trafficking |
| DK2531187T3 (en) * | 2010-02-05 | 2015-11-09 | Adverio Pharma Gmbh | sGC stimulators OR sGC activators alone and in combination with PDE5 inhibitors for the treatment of cystic fibrosis |
| UY34484A (es) | 2011-12-15 | 2013-07-31 | Bayer Ip Gmbh | Benzotienilo-pirrolotriazinas disustituidas y sus usos |
| JP6371838B2 (ja) | 2013-07-02 | 2018-08-08 | ライゼン・ファーマシューティカルズ・エスアー | Ｐｉ３ｋタンパク質キナーゼ阻害剤、特に、デルタ及び／またはガンマ阻害剤 |
| AU2017362350B2 (en) * | 2016-11-18 | 2021-12-23 | Cystic Fibrosis Foundation | Pyrrolopyrimidines as CFTR potentiators |
-
2017
- 2017-12-14 US US15/841,902 patent/US10131670B2/en active Active
- 2017-12-14 CN CN201780086700.9A patent/CN110300589B/zh active Active
- 2017-12-14 CA CA3046968A patent/CA3046968A1/en active Pending
- 2017-12-14 RU RU2019120990A patent/RU2753056C2/ru active
- 2017-12-14 JP JP2019531417A patent/JP7150721B2/ja active Active
- 2017-12-14 MX MX2019007135A patent/MX391651B/es unknown
- 2017-12-14 SG SG10201911076QA patent/SG10201911076QA/en unknown
- 2017-12-14 WO PCT/US2017/066317 patent/WO2018112149A1/en not_active Ceased
- 2017-12-14 SG SG10201911221RA patent/SG10201911221RA/en unknown
- 2017-12-14 AU AU2017378324A patent/AU2017378324B2/en active Active
- 2017-12-14 EP EP17879832.8A patent/EP3554506B1/en active Active
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2018
- 2018-09-17 US US16/132,960 patent/US10377762B2/en active Active
- 2018-09-17 US US16/132,894 patent/US10208053B2/en active Active
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2019
- 2019-07-09 US US16/506,883 patent/US10766904B2/en active Active
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2021
- 2021-12-02 AU AU2021277702A patent/AU2021277702B2/en active Active
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