JP2017504652A5 - - Google Patents
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- Publication number
- JP2017504652A5 JP2017504652A5 JP2016549431A JP2016549431A JP2017504652A5 JP 2017504652 A5 JP2017504652 A5 JP 2017504652A5 JP 2016549431 A JP2016549431 A JP 2016549431A JP 2016549431 A JP2016549431 A JP 2016549431A JP 2017504652 A5 JP2017504652 A5 JP 2017504652A5
- Authority
- JP
- Japan
- Prior art keywords
- pyridin
- quinolin
- amino
- amine
- methylbutyl
- 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
- 150000001875 compounds Chemical class 0.000 claims 9
- -1 pyrrolopyridinyl Chemical group 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- GLKOPORXGGPQLX-UHFFFAOYSA-N 1-[6-(3-methoxypyridin-4-yl)quinolin-2-yl]-3-methylbutan-1-amine Chemical compound COC=1C=NC=CC1C=1C=C2C=CC(=NC2=CC1)C(CC(C)C)N GLKOPORXGGPQLX-UHFFFAOYSA-N 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- RRSSGRAEMGPZRG-UHFFFAOYSA-N 2-(1-amino-3-methylbutyl)-7-methoxy-6-(1,3-oxazol-5-yl)quinoline-4-carbonitrile Chemical compound NC(CC(C)C)C1=NC2=CC(=C(C=C2C(=C1)C#N)C1=CN=CO1)OC RRSSGRAEMGPZRG-UHFFFAOYSA-N 0.000 claims 2
- WSJHMBHAYHUAIZ-UHFFFAOYSA-N 3-methyl-1-(6-pyridin-4-ylquinolin-2-yl)butan-1-amine Chemical compound CC(CC(N)C1=NC2=CC=C(C=C2C=C1)C1=CC=NC=C1)C WSJHMBHAYHUAIZ-UHFFFAOYSA-N 0.000 claims 2
- IUHKTVYJZRRBBI-UHFFFAOYSA-N 4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]quinolin-2-amine Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC2=CC=CC=C12)N IUHKTVYJZRRBBI-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- GHMGLHSPKIBUGY-UHFFFAOYSA-N N-[4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]pyridin-2-yl]acetamide Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC(C)=O GHMGLHSPKIBUGY-UHFFFAOYSA-N 0.000 claims 2
- ZRZDXXFQCSWIPH-UHFFFAOYSA-N N-[4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]quinolin-2-yl]acetamide Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC2=CC=CC=C12)NC(C)=O ZRZDXXFQCSWIPH-UHFFFAOYSA-N 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000006698 (C1-C3) dialkylamino group Chemical group 0.000 claims 1
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims 1
- IECVPHMZXGDPIO-UHFFFAOYSA-N 1-(4-ethyl-6-pyridin-4-ylquinolin-2-yl)-3-methylbutan-1-amine Chemical compound C(C)C1=CC(=NC2=CC=C(C=C12)C1=CC=NC=C1)C(CC(C)C)N IECVPHMZXGDPIO-UHFFFAOYSA-N 0.000 claims 1
- RCLWGXRDPFEWDM-UHFFFAOYSA-N 1-(6-isoquinolin-6-ylquinolin-2-yl)-3-methylbutan-1-amine Chemical compound C1=NC=CC2=CC(=CC=C12)C=1C=C2C=CC(=NC2=CC1)C(CC(C)C)N RCLWGXRDPFEWDM-UHFFFAOYSA-N 0.000 claims 1
- TYHFBZVDTDIEJT-UHFFFAOYSA-N 1-[6-(2-cyclopropylpyridin-4-yl)quinolin-2-yl]-3-methylbutan-1-amine Chemical compound C1(CC1)C1=NC=CC(=C1)C=1C=C2C=CC(=NC2=CC1)C(CC(C)C)N TYHFBZVDTDIEJT-UHFFFAOYSA-N 0.000 claims 1
- ZTQSAUGQOPIUCV-UHFFFAOYSA-N 2-(1-amino-3-methylbutyl)-8-fluoro-6-pyridin-4-ylquinoline-4-carbonitrile Chemical compound NC(CC(C)C)C1=NC2=C(C=C(C=C2C(=C1)C#N)C1=CC=NC=C1)F ZTQSAUGQOPIUCV-UHFFFAOYSA-N 0.000 claims 1
- XBYBXQZIQVGFPK-UHFFFAOYSA-N 2-(3-methylbutyl)-6-pyridin-4-yl-1H-quinolin-4-one Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C(=C1)O)C1=CC=NC=C1 XBYBXQZIQVGFPK-UHFFFAOYSA-N 0.000 claims 1
- CWAAFKYBJPHYOF-UHFFFAOYSA-N 2-(3-methylbutyl)-6-pyridin-4-yl-1H-quinoline-4-thione Chemical compound C(CC(C)C)C=1NC2=CC=C(C=C2C(C1)=S)C1=CC=NC=C1 CWAAFKYBJPHYOF-UHFFFAOYSA-N 0.000 claims 1
- INHWEXBGUXIOPE-UHFFFAOYSA-N 2-(3-methylbutyl)-6-pyridin-4-ylquinoline Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC=NC=C1 INHWEXBGUXIOPE-UHFFFAOYSA-N 0.000 claims 1
- ATLQVNFXXBLHMY-UHFFFAOYSA-N 2-(3-methylbutyl)-6-pyridin-4-ylquinoline-3-carbonitrile Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C=C1C#N)C1=CC=NC=C1 ATLQVNFXXBLHMY-UHFFFAOYSA-N 0.000 claims 1
- SIJWNNVQNOHWDV-UHFFFAOYSA-N 2-(3-methylbutyl)-6-pyridin-4-ylquinoline-4-carbonitrile Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C(=C1)C#N)C1=CC=NC=C1 SIJWNNVQNOHWDV-UHFFFAOYSA-N 0.000 claims 1
- FMNWOBLAZAYOSG-GOSISDBHSA-N 2-[(1R)-1-amino-3-methylbutyl]-6-pyridin-4-ylquinoline-4-carbonitrile Chemical compound N[C@H](CC(C)C)C1=NC2=CC=C(C=C2C(=C1)C#N)C1=CC=NC=C1 FMNWOBLAZAYOSG-GOSISDBHSA-N 0.000 claims 1
- FMNWOBLAZAYOSG-SFHVURJKSA-N 2-[(1S)-1-amino-3-methylbutyl]-6-pyridin-4-ylquinoline-4-carbonitrile Chemical compound N[C@@H](CC(C)C)C1=NC2=CC=C(C=C2C(=C1)C#N)C1=CC=NC=C1 FMNWOBLAZAYOSG-SFHVURJKSA-N 0.000 claims 1
- USXJFLDQKMPSNF-UHFFFAOYSA-N 2-[3-methyl-1-(2,2,2-trifluoroethoxy)butyl]-6-pyridin-4-ylquinoline Chemical compound CC(CC(OCC(F)(F)F)C1=NC2=CC=C(C=C2C=C1)C1=CC=NC=C1)C USXJFLDQKMPSNF-UHFFFAOYSA-N 0.000 claims 1
- CNXMHWRESJVEQW-UHFFFAOYSA-N 2-[amino(cyclohexyl)methyl]-6-pyridin-4-ylquinoline-4-carbonitrile Chemical compound NC(C1=NC2=CC=C(C=C2C(=C1)C#N)C1=CC=NC=C1)C1CCCCC1 CNXMHWRESJVEQW-UHFFFAOYSA-N 0.000 claims 1
- NSKICHBGLUEKEB-UHFFFAOYSA-N 2-methyl-3-(2-methylpropyl)-6-pyridin-4-yl-1H-quinolin-4-one Chemical compound C(C(C)C)C=1C(=NC2=CC=C(C=C2C1O)C1=CC=NC=C1)C NSKICHBGLUEKEB-UHFFFAOYSA-N 0.000 claims 1
- PBFAHTUCILDSMJ-UHFFFAOYSA-N 3-(2-methylpropyl)-6-pyridin-4-yl-1H-quinolin-4-one Chemical compound C(C(C)C)C=1C=NC2=CC=C(C=C2C1O)C1=CC=NC=C1 PBFAHTUCILDSMJ-UHFFFAOYSA-N 0.000 claims 1
- MHVVPXPCHJVXJR-UHFFFAOYSA-N 3-bromo-2-(3-methylbutyl)-6-pyridin-4-yl-1H-quinolin-4-one Chemical compound BrC=1C(=NC2=CC=C(C=C2C1O)C1=CC=NC=C1)CCC(C)C MHVVPXPCHJVXJR-UHFFFAOYSA-N 0.000 claims 1
- YFDLPKABRGXWQF-UHFFFAOYSA-N 3-methyl-1-(6-pyridin-4-ylquinolin-2-yl)butan-1-one Chemical compound CC(CC(=O)C1=NC2=CC=C(C=C2C=C1)C1=CC=NC=C1)C YFDLPKABRGXWQF-UHFFFAOYSA-N 0.000 claims 1
- IHQRHTVDMWPCHI-UHFFFAOYSA-N 3-methyl-1-(6-quinolin-4-ylquinolin-2-yl)butan-1-amine Chemical compound N1=CC=C(C2=CC=CC=C12)C=1C=C2C=CC(=NC2=CC1)C(CC(C)C)N IHQRHTVDMWPCHI-UHFFFAOYSA-N 0.000 claims 1
- LRDHJKOCMFYIMH-UHFFFAOYSA-N 3-methyl-1-[6-(1H-pyrrolo[2,3-b]pyridin-4-yl)quinolin-2-yl]butan-1-amine Chemical compound N1C=CC=2C1=NC=CC=2C=1C=C2C=CC(=NC2=CC=1)C(CC(C)C)N LRDHJKOCMFYIMH-UHFFFAOYSA-N 0.000 claims 1
- FXRUOICYOUAOPE-UHFFFAOYSA-N 3-methyl-1-[6-pyridin-4-yl-4-(2H-tetrazol-5-yl)quinolin-2-yl]butan-1-amine Chemical compound CC(CC(N)C1=NC2=CC=C(C=C2C(=C1)C1=NN=NN1)C1=CC=NC=C1)C FXRUOICYOUAOPE-UHFFFAOYSA-N 0.000 claims 1
- PKJPDXBYWDSWDU-UHFFFAOYSA-N 4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]-N,N-dimethylpyrimidin-2-amine Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=NC(=NC=C1)N(C)C PKJPDXBYWDSWDU-UHFFFAOYSA-N 0.000 claims 1
- WMUIDSJSCHXJMO-UHFFFAOYSA-N 4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]-N-cyclopropylpyridin-2-amine Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC1CC1 WMUIDSJSCHXJMO-UHFFFAOYSA-N 0.000 claims 1
- PWPTVNKVDTXKGK-UHFFFAOYSA-N 4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]pyridin-2-amine Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)N PWPTVNKVDTXKGK-UHFFFAOYSA-N 0.000 claims 1
- MPGDXWZKWWAQEB-UHFFFAOYSA-N 4-[2-[amino(cyclohexyl)methyl]quinolin-6-yl]-N-prop-1-en-2-ylpyridin-2-amine Chemical compound NC(C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC(=C)C)C1CCCCC1 MPGDXWZKWWAQEB-UHFFFAOYSA-N 0.000 claims 1
- CXDAGWYZRCQDLL-UHFFFAOYSA-N 4-bromo-2-(3-methylbutyl)-6-pyridin-4-ylquinoline Chemical compound BrC1=CC(=NC2=CC=C(C=C12)C1=CC=NC=C1)CCC(C)C CXDAGWYZRCQDLL-UHFFFAOYSA-N 0.000 claims 1
- NVLRBHJNCPNOKM-UHFFFAOYSA-N 4-methoxy-2-(3-methylbutyl)-6-pyridin-4-ylquinoline Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C(=C1)OC)C1=CC=NC=C1 NVLRBHJNCPNOKM-UHFFFAOYSA-N 0.000 claims 1
- KNRWYSLRCWLCDN-UHFFFAOYSA-N 5-[4-bromo-7-methoxy-2-(3-methylbutyl)quinolin-6-yl]-1,3-oxazole Chemical compound BrC1=CC(=NC2=CC(=C(C=C12)C1=CN=CO1)OC)CCC(C)C KNRWYSLRCWLCDN-UHFFFAOYSA-N 0.000 claims 1
- MJQSRSOTRPMVKB-UHFFFAOYSA-N 5h-imidazo[4,5-c]pyridazine Chemical compound C1=NNC2=NC=NC2=C1 MJQSRSOTRPMVKB-UHFFFAOYSA-N 0.000 claims 1
- XLNQFHGTQOXOGA-UHFFFAOYSA-N 7-methoxy-2-(3-methylbutyl)-6-(1,3-oxazol-5-yl)-1H-quinolin-4-one Chemical compound C(CC(C)C)C1=NC2=CC(=C(C=C2C(=C1)O)C1=CN=CO1)OC XLNQFHGTQOXOGA-UHFFFAOYSA-N 0.000 claims 1
- NMCGYKYXZPHDSY-UHFFFAOYSA-N 7-methoxy-2-(3-methylbutyl)-6-(1,3-oxazol-5-yl)quinoline-4-carbonitrile Chemical compound C(CC(C)C)C1=NC2=CC(=C(C=C2C(=C1)C#N)C1=CN=CO1)OC NMCGYKYXZPHDSY-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 208000001640 Fibromyalgia Diseases 0.000 claims 1
- MFCZMPFNWLKFLN-UHFFFAOYSA-N N,N-dimethyl-2-(3-methylbutyl)-6-pyridin-4-ylquinolin-4-amine Chemical compound C(CC(C)C)C1=NC2=CC=C(C=C2C(=C1)N(C)C)C1=CC=NC=C1 MFCZMPFNWLKFLN-UHFFFAOYSA-N 0.000 claims 1
- KVRQPBPBXNQJFY-UHFFFAOYSA-N N-[4-[2-(1-amino-3-methylbutyl)quinolin-6-yl]pyridin-2-yl]-3-fluorobenzamide Chemical compound NC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC(C1=CC(=CC=C1)F)=O KVRQPBPBXNQJFY-UHFFFAOYSA-N 0.000 claims 1
- ZQZNCWSYDICBFE-UHFFFAOYSA-N N-[4-[2-(1-hydroxy-3-methylbutyl)quinolin-6-yl]pyridin-2-yl]acetamide Chemical compound OC(CC(C)C)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC(C)=O ZQZNCWSYDICBFE-UHFFFAOYSA-N 0.000 claims 1
- OQZKBOPMBAEJTH-UHFFFAOYSA-N N-[4-[2-(3-methylbutanoyl)quinolin-6-yl]pyridin-2-yl]acetamide Chemical compound CC(CC(=O)C1=NC2=CC=C(C=C2C=C1)C1=CC(=NC=C1)NC(C)=O)C OQZKBOPMBAEJTH-UHFFFAOYSA-N 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 108091000080 Phosphotransferase Proteins 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 102000020233 phosphotransferase Human genes 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461934152P | 2014-01-31 | 2014-01-31 | |
| US61/934,152 | 2014-01-31 | ||
| PCT/US2015/012649 WO2015116492A1 (en) | 2014-01-31 | 2015-01-23 | Quinoline-based kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017504652A JP2017504652A (ja) | 2017-02-09 |
| JP2017504652A5 true JP2017504652A5 (enExample) | 2017-10-19 |
| JP6441947B2 JP6441947B2 (ja) | 2018-12-19 |
Family
ID=52474081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016549431A Active JP6441947B2 (ja) | 2014-01-31 | 2015-01-23 | キノリンを基にしたキナーゼ阻害剤 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9932320B2 (enExample) |
| EP (1) | EP3099673B1 (enExample) |
| JP (1) | JP6441947B2 (enExample) |
| CN (1) | CN106132951B (enExample) |
| CA (1) | CA2937501A1 (enExample) |
| EA (1) | EA201691397A1 (enExample) |
| ES (1) | ES2701903T3 (enExample) |
| MX (1) | MX2016009352A (enExample) |
| WO (1) | WO2015116492A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3019475A1 (en) | 2013-07-08 | 2016-05-18 | Bristol-Myers Squibb Company | Aryl amide kinase inhibitors |
| ES2678877T3 (es) | 2013-10-11 | 2018-08-20 | Bristol-Myers Squibb Company | Inhibidores de pirrolotriazina quinasa |
| KR102379518B1 (ko) | 2014-04-02 | 2022-03-25 | 브리스톨-마이어스 스큅 컴퍼니 | 비아릴 키나제 억제제 |
| WO2016164295A2 (en) * | 2015-04-10 | 2016-10-13 | Bristol-Myers Squibb Company | Fused pyridines as kinase inhibitors |
| WO2017059085A1 (en) | 2015-10-01 | 2017-04-06 | Bristol-Myers Squibb Company | Biaryl kinase inhibitors |
| US10246469B2 (en) | 2015-10-01 | 2019-04-02 | Bristol-Myers Squibb Company | Biaryl kinase inhibitors |
| BR112018007128A2 (pt) * | 2015-10-09 | 2018-11-06 | Agency Science Tech & Res | compostos para a inibição de câncer e epigênese |
| EP3260445A1 (en) | 2016-06-24 | 2017-12-27 | Universität Konstanz | Compounds for use as an anti-bacterial or anti-fungal agent and as a zinc sensor |
| CN107501180B (zh) * | 2017-09-13 | 2020-06-05 | 新乡医学院 | 一种喹啉-4-甲酰胺类化合物的合成方法 |
| EP3502095A1 (en) | 2017-12-22 | 2019-06-26 | Universität Konstanz | Compound for use against pathogenic neisseria and haemophilus species and moraxella catarrhalis |
| CN109734705B (zh) * | 2019-02-01 | 2021-09-28 | 浙江工业大学 | 一种经脱卤烷基化制备n-杂环芳烃衍生物的方法 |
| JP7534390B2 (ja) * | 2019-09-12 | 2024-08-14 | ディスアーム セラピューティクス， インコーポレイテッド | Ｓａｒｍ１の阻害剤 |
| CN113387965A (zh) * | 2021-06-17 | 2021-09-14 | 南京邮电大学 | 一种有机电子受体材料及其制备方法与应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU5553801A (en) * | 2000-04-24 | 2001-11-07 | Bristol Myers Squibb Co | Heterocycles that are inhibitors of impdh enzyme |
| KR102085121B1 (ko) * | 2012-03-09 | 2020-03-05 | 렉시컨 파마슈티컬스 인코퍼레이티드 | 이미다조[1,2-b]피리다진계 화합물, 그를 포함하는 조성물 및 그의 용도 |
| RU2014140735A (ru) * | 2012-03-09 | 2016-04-27 | Лексикон Фармасьютикалз, Инк. | ПРОИЗВОДНЫЕ ПИРАЗОЛО[1, 5-a]ПИРИМИДИНА, КОМПОЗИЦИИ, СОДЕРЖАЩИЕ УКАЗАННЫЕ СОЕДИНЕНИЯ, И СПОСОБЫ ИХ ПРИМЕНЕНИЯ |
| HUE036040T2 (hu) * | 2012-03-09 | 2018-06-28 | Lexicon Pharmaceuticals Inc | Adaptor-asszociált kináz 1 gátlása fájdalom kezelésére |
| US8703953B2 (en) * | 2012-03-09 | 2014-04-22 | Bristol-Myers Squibb Company | Aryl ether-base kinase inhibitors |
| US20170239249A1 (en) | 2014-09-30 | 2017-08-24 | Bristol-Myers Squibb Company | Quinazoline-based kinase inhibitors |
-
2015
- 2015-01-23 MX MX2016009352A patent/MX2016009352A/es unknown
- 2015-01-23 CN CN201580017678.3A patent/CN106132951B/zh active Active
- 2015-01-23 ES ES15704881T patent/ES2701903T3/es active Active
- 2015-01-23 JP JP2016549431A patent/JP6441947B2/ja active Active
- 2015-01-23 EP EP15704881.0A patent/EP3099673B1/en active Active
- 2015-01-23 EA EA201691397A patent/EA201691397A1/ru unknown
- 2015-01-23 CA CA2937501A patent/CA2937501A1/en not_active Abandoned
- 2015-01-23 US US15/112,294 patent/US9932320B2/en active Active
- 2015-01-23 WO PCT/US2015/012649 patent/WO2015116492A1/en not_active Ceased