JP2015515989A5 - - Google Patents
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- JP2015515989A5 JP2015515989A5 JP2015510483A JP2015510483A JP2015515989A5 JP 2015515989 A5 JP2015515989 A5 JP 2015515989A5 JP 2015510483 A JP2015510483 A JP 2015510483A JP 2015510483 A JP2015510483 A JP 2015510483A JP 2015515989 A5 JP2015515989 A5 JP 2015515989A5
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- alkyl
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- aryl
- compound
- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims description 84
- 125000006545 (C1-C9) alkyl group Chemical group 0.000 claims description 47
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 47
- 125000000217 alkyl group Chemical group 0.000 claims description 46
- 125000001424 substituent group Chemical group 0.000 claims description 42
- 125000003118 aryl group Chemical group 0.000 claims description 39
- 150000004820 halides Chemical class 0.000 claims description 38
- 125000000623 heterocyclic group Chemical group 0.000 claims description 35
- 201000010099 disease Diseases 0.000 claims description 24
- 208000035475 disorder Diseases 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 23
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000001072 heteroaryl group Chemical group 0.000 claims description 20
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 12
- 102000013814 Wnt Human genes 0.000 claims description 8
- 108050003627 Wnt Proteins 0.000 claims description 8
- 229910052731 fluorine Inorganic materials 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 7
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- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 5
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- 125000004193 piperazinyl group Chemical group 0.000 claims description 5
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
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- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 description 7
- 0 *c1c(*)ncc2c1nc(-c(c1c3)n[n]c1ncc3-c1c(*)*(*)c(*)nc1)[n]2 Chemical compound *c1c(*)ncc2c1nc(-c(c1c3)n[n]c1ncc3-c1c(*)*(*)c(*)nc1)[n]2 0.000 description 4
- 230000004663 cell proliferation Effects 0.000 description 4
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- 208000009575 Angelman syndrome Diseases 0.000 description 1
- 201000000046 Beckwith-Wiedemann syndrome Diseases 0.000 description 1
- GHVDUYGLIBYHHD-UHFFFAOYSA-O C(C1CCCC1)NCc1cc(-c(cc23)c[nH+]c2[nH]nc3-c2nc3ccncc3[nH]2)cnc1 Chemical compound C(C1CCCC1)NCc1cc(-c(cc23)c[nH+]c2[nH]nc3-c2nc3ccncc3[nH]2)cnc1 GHVDUYGLIBYHHD-UHFFFAOYSA-O 0.000 description 1
- ADENEOMUUQJZFH-UHFFFAOYSA-N C(c1ccccc1)NCc1cc(-c2cc(c(-c3nc(ccnc4)c4[nH]3)n[nH]3)c3nc2)cnc1 Chemical compound C(c1ccccc1)NCc1cc(-c2cc(c(-c3nc(ccnc4)c4[nH]3)n[nH]3)c3nc2)cnc1 ADENEOMUUQJZFH-UHFFFAOYSA-N 0.000 description 1
- LQGMKRPMUWLRKC-YFVJMOTDSA-N CCCCC(N/C(/C)=C/C(/c(cc12)cnc1[nH]nc2[IH]1=Nc(ccnc2)c2N1)=C\N=C)=O Chemical compound CCCCC(N/C(/C)=C/C(/c(cc12)cnc1[nH]nc2[IH]1=Nc(ccnc2)c2N1)=C\N=C)=O LQGMKRPMUWLRKC-YFVJMOTDSA-N 0.000 description 1
- 208000026010 Caudal duplication Diseases 0.000 description 1
- 101100317380 Danio rerio wnt4a gene Proteins 0.000 description 1
- 208000028506 Familial Exudative Vitreoretinopathies Diseases 0.000 description 1
- 206010061159 Foot deformity Diseases 0.000 description 1
- 208000008875 Fuhrmann syndrome Diseases 0.000 description 1
- 101000814371 Homo sapiens Protein Wnt-10a Proteins 0.000 description 1
- 101000770799 Homo sapiens Protein Wnt-10b Proteins 0.000 description 1
- 101000781981 Homo sapiens Protein Wnt-11 Proteins 0.000 description 1
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- 101000804728 Homo sapiens Protein Wnt-2b Proteins 0.000 description 1
- 101000804792 Homo sapiens Protein Wnt-5a Proteins 0.000 description 1
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- 101000855002 Homo sapiens Protein Wnt-6 Proteins 0.000 description 1
- 101000855004 Homo sapiens Protein Wnt-7a Proteins 0.000 description 1
- 101000814380 Homo sapiens Protein Wnt-7b Proteins 0.000 description 1
- 101000814350 Homo sapiens Protein Wnt-8a Proteins 0.000 description 1
- 101000650149 Homo sapiens Protein Wnt-8b Proteins 0.000 description 1
- 101000650117 Homo sapiens Protein Wnt-9a Proteins 0.000 description 1
- 101000650119 Homo sapiens Protein Wnt-9b Proteins 0.000 description 1
- 101000781955 Homo sapiens Proto-oncogene Wnt-1 Proteins 0.000 description 1
- 101000954762 Homo sapiens Proto-oncogene Wnt-3 Proteins 0.000 description 1
- 208000008589 Obesity Diseases 0.000 description 1
- 201000010769 Prader-Willi syndrome Diseases 0.000 description 1
- 206010049422 Precancerous skin lesion Diseases 0.000 description 1
- 102000001253 Protein Kinase Human genes 0.000 description 1
- 102100039461 Protein Wnt-10a Human genes 0.000 description 1
- 102100029062 Protein Wnt-10b Human genes 0.000 description 1
- 102100036567 Protein Wnt-11 Human genes 0.000 description 1
- 102100036587 Protein Wnt-16 Human genes 0.000 description 1
- 102100035289 Protein Wnt-2b Human genes 0.000 description 1
- 102100035331 Protein Wnt-5b Human genes 0.000 description 1
- 102100020732 Protein Wnt-6 Human genes 0.000 description 1
- 102100020729 Protein Wnt-7a Human genes 0.000 description 1
- 102100039470 Protein Wnt-7b Human genes 0.000 description 1
- 102100039453 Protein Wnt-8a Human genes 0.000 description 1
- 102100027542 Protein Wnt-8b Human genes 0.000 description 1
- 102100027503 Protein Wnt-9a Human genes 0.000 description 1
- 102100027502 Protein Wnt-9b Human genes 0.000 description 1
- 208000022617 SERKAL syndrome Diseases 0.000 description 1
- 206010072610 Skeletal dysplasia Diseases 0.000 description 1
- 206010040869 Skin hypoplasia Diseases 0.000 description 1
- 206010047486 Virilism Diseases 0.000 description 1
- 101150010310 WNT-4 gene Proteins 0.000 description 1
- 101150019524 WNT2 gene Proteins 0.000 description 1
- 208000008383 Wilms tumor Diseases 0.000 description 1
- 102000052547 Wnt-1 Human genes 0.000 description 1
- 102000052556 Wnt-2 Human genes 0.000 description 1
- 108700020986 Wnt-2 Proteins 0.000 description 1
- 102000052549 Wnt-3 Human genes 0.000 description 1
- 102000052548 Wnt-4 Human genes 0.000 description 1
- 108700020984 Wnt-4 Proteins 0.000 description 1
- 102000043366 Wnt-5a Human genes 0.000 description 1
- 102000044880 Wnt3A Human genes 0.000 description 1
- 108700013515 Wnt3A Proteins 0.000 description 1
- 210000001766 X chromosome Anatomy 0.000 description 1
- 101100485099 Xenopus laevis wnt2b-b gene Proteins 0.000 description 1
- 201000006288 alpha thalassemia Diseases 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000112 colonic effect Effects 0.000 description 1
- 208000029078 coronary artery disease Diseases 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 201000006902 exudative vitreoretinopathy Diseases 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 231100000794 masculinization Toxicity 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
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- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 101150068520 wnt3a gene Proteins 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261642915P | 2012-05-04 | 2012-05-04 | |
| US61/642,915 | 2012-05-04 | ||
| PCT/US2013/039484 WO2013166396A2 (en) | 2012-05-04 | 2013-05-03 | 1h-pyrazolo[3,4-b]pyridines and therapeutic uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017173614A Division JP6378409B2 (ja) | 2012-05-04 | 2017-09-11 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015515989A JP2015515989A (ja) | 2015-06-04 |
| JP2015515989A5 true JP2015515989A5 (https=) | 2016-06-23 |
| JP6209593B2 JP6209593B2 (ja) | 2017-10-04 |
Family
ID=49513001
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015510483A Active JP6209593B2 (ja) | 2012-05-04 | 2013-05-03 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
| JP2017173614A Expired - Fee Related JP6378409B2 (ja) | 2012-05-04 | 2017-09-11 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
| JP2018139863A Pending JP2018162323A (ja) | 2012-05-04 | 2018-07-26 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017173614A Expired - Fee Related JP6378409B2 (ja) | 2012-05-04 | 2017-09-11 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
| JP2018139863A Pending JP2018162323A (ja) | 2012-05-04 | 2018-07-26 | １Ｈ−ピラゾロ［３，４−ｂ］ピリジンおよびそれらの治療的使用 |
Country Status (33)
| Country | Link |
|---|---|
| US (8) | US8883822B2 (https=) |
| EP (2) | EP2770994B1 (https=) |
| JP (3) | JP6209593B2 (https=) |
| KR (1) | KR102223301B1 (https=) |
| CN (2) | CN104271133B (https=) |
| AU (2) | AU2013256141B2 (https=) |
| BR (1) | BR112014024284B1 (https=) |
| CA (1) | CA2854229C (https=) |
| CL (1) | CL2014002983A1 (https=) |
| CO (1) | CO7170178A2 (https=) |
| CY (1) | CY1122703T1 (https=) |
| DK (1) | DK2770994T3 (https=) |
| ES (1) | ES2752192T3 (https=) |
| HR (1) | HRP20191799T1 (https=) |
| HU (1) | HUE046216T2 (https=) |
| IL (2) | IL235018B (https=) |
| LT (1) | LT2770994T (https=) |
| MA (1) | MA37577B1 (https=) |
| ME (1) | ME03573B (https=) |
| MX (1) | MX362466B (https=) |
| MY (1) | MY173049A (https=) |
| NZ (3) | NZ724837A (https=) |
| PE (1) | PE20142365A1 (https=) |
| PH (3) | PH12014502369B1 (https=) |
| PL (1) | PL2770994T3 (https=) |
| PT (1) | PT2770994T (https=) |
| RS (1) | RS59668B1 (https=) |
| RU (1) | RU2689141C2 (https=) |
| SG (2) | SG10201710585UA (https=) |
| SI (1) | SI2770994T1 (https=) |
| SM (1) | SMT201900618T1 (https=) |
| WO (1) | WO2013166396A2 (https=) |
| ZA (2) | ZA201406274B (https=) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2987487B1 (en) | 2009-08-10 | 2020-10-07 | Samumed, LLC | Indazole inhibitors of the wnt signal pathway and therapeutic uses thereof |
| EP2515655B1 (en) | 2009-12-21 | 2015-08-05 | Samumed, LLC | 1h-pyrazolo[3,4-beta]pyridines and therapeutic uses thereof |
| WO2012177647A2 (en) | 2011-06-20 | 2012-12-27 | Kerry Lane | Mycotoxin diagnostics and methods thereof |
| EP3473099A1 (en) | 2011-09-14 | 2019-04-24 | Samumed, LLC | Indazole-3-carboxamides and their use as wnt/b-catenin signaling pathway inhibitors |
| PH12017500997A1 (en) | 2012-04-04 | 2018-02-19 | Samumed Llc | Indazole inhibitors of the wnt signal pathway and therapeutic uses thereof |
| EP2770994B1 (en) | 2012-05-04 | 2019-08-21 | Samumed, LLC | 1h-pyrazolo[3,4-b]pyridines and therapeutic uses thereof |
| WO2014110086A2 (en) | 2013-01-08 | 2014-07-17 | Samumed, Llc | 3-(benzoimidazol-2-yl)-indazole inhibitors of the wnt signaling pathway and therapeutic uses thereof |
| SI3080100T1 (sl) * | 2013-12-11 | 2023-04-28 | Celgene Quanticel Research, Inc. | Inhibitorji lizin specifične demetilaze-1 |
| JP6434989B2 (ja) * | 2014-03-27 | 2018-12-05 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | ピリジルピペリジン |
| WO2016040182A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 2-(1h-indazol-3-yl)-1h-imidazo[4,5-c]pyridine and therapeutic uses thereof |
| WO2016040184A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(3h-imidazo[4,5-b]pyridin-2-yl)-1h-pyrazolo[3,4-c]pyridine and therapeutic uses thereof |
| WO2016040188A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(3h-imidazo[4,5-c]pyridin-2-yl)-1h-pyrazolo[3,4-c]pyridine and therapeutic uses thereof |
| WO2016040190A1 (en) * | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(3h-imidazo[4,5-b]pyridin-2-yl)-1h-pyrazolo[3,4-b]pyridine and therapeutic uses thereof |
| WO2016040181A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(1h-imidazo[4,5-c]pyridin-2-yl)-1h-pyrazolo[3,4-c]pyridine and therapeutic uses thereof |
| WO2016040180A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(1h-benzo[d]imidazol-2-yl)-1h-pyrazolo[3,4-c]pyridine and therapeutic uses thereof |
| WO2016040193A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 3-(1h-imidazo[4,5-c]pyridin-2-yl)-1h-pyrazolo[3,4-b]pyridine and therapeutic uses thereof |
| WO2016040185A1 (en) | 2014-09-08 | 2016-03-17 | Samumed, Llc | 2-(1h-indazol-3-yl)-3h-imidazo[4,5-b]pyridine and therapeutic uses thereof |
| WO2017024003A1 (en) * | 2015-08-03 | 2017-02-09 | Samumed, Llc | 3-(1h-pyrrolo[3,2-c]pyridin-2-yl)-1h-pyrazolo[4,3-b]pyridines and therapeutic uses thereof |
| US10206909B2 (en) | 2015-08-03 | 2019-02-19 | Samumed, Llc | 3-(1H-pyrrolo[2,3-B]pyridin-2-yl)-1H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| WO2017023989A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-benzo[d]imidazol-2-yl)-1h-pyrazolo[4,3-b]pyridines and therapeutic uses thereof |
| WO2017023972A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-imidazo[4,5-c]pyridin-2-yl)-1h-pyrazolo[4,3-b]pyridines and therapeutic uses thereof |
| WO2017023975A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-pyrrolo[2,3-c]pyridin-2-yl)-1h-pyrazolo[3,4-c]pyridines and therapeutic uses thereof |
| US10285982B2 (en) | 2015-08-03 | 2019-05-14 | Samumed, Llc | 3-(1H-pyrrolo[2,3-B]pyridin-2-yl)-1H-pyrazolo[3,4-C]pyridines and therapeutic uses thereof |
| US10226448B2 (en) | 2015-08-03 | 2019-03-12 | Samumed, Llc | 3-(1H-pyrrolo[3,2-C]pyridin-2-yl)-1H-pyrazolo[3,4-B]pyridines and therapeutic uses thereof |
| WO2017024010A1 (en) * | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-pyrrolo[3,2-c]pyridin-2-yl)-1h-indazoles and therapeutic uses thereof |
| US10604512B2 (en) | 2015-08-03 | 2020-03-31 | Samumed, Llc | 3-(1H-indol-2-yl)-1H-indazoles and therapeutic uses thereof |
| WO2017023996A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-pyrrolo[2,3-b]pyridin-2-yl)-1h-pyrazolo[3,4-b]pyridines and therapeutic uses thereof |
| US10329309B2 (en) | 2015-08-03 | 2019-06-25 | Samumed, Llc | 3-(3H-imidazo[4,5-B]pyridin-2-yl)-1H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| US10206908B2 (en) | 2015-08-03 | 2019-02-19 | Samumed, Llc | 3-(1H-pyrrolo[3,2-C]pyridin-2-YL)-1H-pyrazolo[3,4-C]pyridines and therapeutic uses thereof |
| US10519169B2 (en) | 2015-08-03 | 2019-12-31 | Samumed, Llc | 3-(1H-pyrrolo[2,3-C]pyridin-2-yl)-1 H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| US10226453B2 (en) | 2015-08-03 | 2019-03-12 | Samumed, Llc | 3-(1H-indol-2-yl)-1H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| US10166218B2 (en) | 2015-08-03 | 2019-01-01 | Samumed, Llc | 3-(1H-indol-2-yl)-1H-pyrazolo[3,4-C]pyridines and therapeutic uses thereof |
| US10350199B2 (en) | 2015-08-03 | 2019-07-16 | Samumed, Llc | 3-(1h-pyrrolo[2,3-b]pyridin-2-yl)-1h-indazoles and therapeutic uses thereof |
| US10188634B2 (en) | 2015-08-03 | 2019-01-29 | Samumed, Llc | 3-(3H-imidazo[4,5-C]pyridin-2-yl)-1 H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| BR112018009252A2 (pt) | 2015-11-06 | 2018-11-06 | Samumed Llc | tratamento da osteoartrite |
| LT3464285T (lt) * | 2016-06-01 | 2022-12-27 | Biosplice Therapeutics, Inc. | N-(5-(3-(7-(3-fluorfenil)-3h-imidazo[4,5-c]piridin-2-il)-1h-indazol-5-il)piridin-3-il)- 3-metilbutanamido gamybos būdas |
| CN110709082A (zh) | 2016-10-21 | 2020-01-17 | 萨穆梅德有限公司 | 吲唑-3-甲酰胺的使用方法及其作为Wnt/β-连环蛋白信号传导途径抑制剂的用途 |
| US10758523B2 (en) | 2016-11-07 | 2020-09-01 | Samumed, Llc | Single-dose, ready-to-use injectable formulations |
| WO2019005847A1 (en) * | 2017-06-26 | 2019-01-03 | The Regents Of The University Of Colorado, A Body Corporate | BIOMARKERS FOR DIAGNOSIS AND TREATMENT OF FIBROTIC PULMONARY DISEASE |
| KR20200106495A (ko) * | 2017-11-29 | 2020-09-14 | 보오드 오브 리젠츠, 더 유니버시티 오브 텍사스 시스템 | 암 치료요법을 위한 조성물 및 방법 |
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| WO2017023975A1 (en) | 2015-08-03 | 2017-02-09 | Samumed, Llc. | 3-(1h-pyrrolo[2,3-c]pyridin-2-yl)-1h-pyrazolo[3,4-c]pyridines and therapeutic uses thereof |
| US10206909B2 (en) | 2015-08-03 | 2019-02-19 | Samumed, Llc | 3-(1H-pyrrolo[2,3-B]pyridin-2-yl)-1H-pyrazolo[4,3-B]pyridines and therapeutic uses thereof |
| US10226448B2 (en) | 2015-08-03 | 2019-03-12 | Samumed, Llc | 3-(1H-pyrrolo[3,2-C]pyridin-2-yl)-1H-pyrazolo[3,4-B]pyridines and therapeutic uses thereof |
| US10206908B2 (en) | 2015-08-03 | 2019-02-19 | Samumed, Llc | 3-(1H-pyrrolo[3,2-C]pyridin-2-YL)-1H-pyrazolo[3,4-C]pyridines and therapeutic uses thereof |
| BR112018009252A2 (pt) | 2015-11-06 | 2018-11-06 | Samumed Llc | tratamento da osteoartrite |
| LT3464285T (lt) | 2016-06-01 | 2022-12-27 | Biosplice Therapeutics, Inc. | N-(5-(3-(7-(3-fluorfenil)-3h-imidazo[4,5-c]piridin-2-il)-1h-indazol-5-il)piridin-3-il)- 3-metilbutanamido gamybos būdas |
| CN110709082A (zh) | 2016-10-21 | 2020-01-17 | 萨穆梅德有限公司 | 吲唑-3-甲酰胺的使用方法及其作为Wnt/β-连环蛋白信号传导途径抑制剂的用途 |
| US10758523B2 (en) | 2016-11-07 | 2020-09-01 | Samumed, Llc | Single-dose, ready-to-use injectable formulations |
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