JP2014511893A5 - - Google Patents
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- Publication number
- JP2014511893A5 JP2014511893A5 JP2014505613A JP2014505613A JP2014511893A5 JP 2014511893 A5 JP2014511893 A5 JP 2014511893A5 JP 2014505613 A JP2014505613 A JP 2014505613A JP 2014505613 A JP2014505613 A JP 2014505613A JP 2014511893 A5 JP2014511893 A5 JP 2014511893A5
- Authority
- JP
- Japan
- Prior art keywords
- methyloxy
- imidazo
- compound
- ethyl
- dimethyl
- 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 19
- 150000003839 salts Chemical class 0.000 claims 18
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 11
- -1 3,5-Dimethyl-4-isoxazolyl Chemical group 0.000 claims 6
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- GCMNJUJAKQGROZ-UHFFFAOYSA-N 1,2-Dihydroquinolin-2-imine Chemical compound C1=CC=CC2=NC(N)=CC=C21 GCMNJUJAKQGROZ-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 229940125763 bromodomain inhibitor Drugs 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- IRFHMTUHTBSEBK-QGZVFWFLSA-N tert-butyl n-[(2s)-2-(2,5-difluorophenyl)-3-quinolin-3-ylpropyl]carbamate Chemical compound C1([C@H](CC=2C=C3C=CC=CC3=NC=2)CNC(=O)OC(C)(C)C)=CC(F)=CC=C1F IRFHMTUHTBSEBK-QGZVFWFLSA-N 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- FIVLGTQJUXPVRU-UHFFFAOYSA-N 2-[[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-yl]amino]ethanol Chemical compound OCCNC1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 FIVLGTQJUXPVRU-UHFFFAOYSA-N 0.000 claims 1
- HHQIOVSKCYEFDZ-MRXNPFEDSA-N 2-[[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-[(1r)-1-phenylethyl]imidazo[4,5-c]quinolin-2-yl]amino]ethanol Chemical compound C1([C@@H](C)N2C3=C4C=C(C(=CC4=NC=C3N=C2NCCO)C2=C(ON=C2C)C)OC)=CC=CC=C1 HHQIOVSKCYEFDZ-MRXNPFEDSA-N 0.000 claims 1
- KBQLRXYOFJFCCX-UHFFFAOYSA-N 4-[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-yl]morpholine Chemical compound C1COCCN1C1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 KBQLRXYOFJFCCX-UHFFFAOYSA-N 0.000 claims 1
- UEUCJJAVDZDKPJ-GOSISDBHSA-N 4-[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-[(1r)-1-phenylethyl]imidazo[4,5-c]quinolin-2-yl]morpholine Chemical compound C1([C@@H](C)N2C3=C4C=C(C(=CC4=NC=C3N=C2N2CCOCC2)C2=C(ON=C2C)C)OC)=CC=CC=C1 UEUCJJAVDZDKPJ-GOSISDBHSA-N 0.000 claims 1
- GPBXKDORLRYAFV-LJQANCHMSA-N 4-[8-methoxy-1-[(1r)-1-phenylethyl]-2-piperidin-1-ylimidazo[4,5-c]quinolin-7-yl]-3,5-dimethyl-1,2-oxazole Chemical compound C1([C@@H](C)N2C3=C4C=C(C(=CC4=NC=C3N=C2N2CCCCC2)C2=C(ON=C2C)C)OC)=CC=CC=C1 GPBXKDORLRYAFV-LJQANCHMSA-N 0.000 claims 1
- NZVLCCBRSYNMIZ-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(1-methoxypropan-2-yl)-n-(2-morpholin-4-ylethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound N=1C2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N(C(C)COC)C=1NCCN1CCOCC1 NZVLCCBRSYNMIZ-UHFFFAOYSA-N 0.000 claims 1
- IRVWWBFBBFEZOT-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound NC1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 IRVWWBFBBFEZOT-UHFFFAOYSA-N 0.000 claims 1
- AEXWAWHGUXRIOO-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(pyridin-2-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound NC1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1=CC=CC=N1 AEXWAWHGUXRIOO-UHFFFAOYSA-N 0.000 claims 1
- HCEZPGCCFZDDQO-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-n,n-dimethyl-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound CN(C)C1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 HCEZPGCCFZDDQO-UHFFFAOYSA-N 0.000 claims 1
- RWOFLHZRPGAHPW-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-n-(2-methoxyethyl)-1-(1-methoxypropan-2-yl)imidazo[4,5-c]quinolin-2-amine Chemical compound COC1=CC2=C3N(C(C)COC)C(NCCOC)=NC3=CN=C2C=C1C=1C(C)=NOC=1C RWOFLHZRPGAHPW-UHFFFAOYSA-N 0.000 claims 1
- NDOYCNITPWYWHM-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-n-(2-methoxyethyl)-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound COC1=CC2=C3N(CC4CCOCC4)C(NCCOC)=NC3=CN=C2C=C1C=1C(C)=NOC=1C NDOYCNITPWYWHM-UHFFFAOYSA-N 0.000 claims 1
- VNTLEGVQLWKYEU-MRXNPFEDSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-n-(2-methoxyethyl)-1-[(1r)-1-pyridin-2-ylethyl]imidazo[4,5-c]quinolin-2-amine Chemical compound COC1=CC2=C3N([C@H](C)C=4N=CC=CC=4)C(NCCOC)=NC3=CN=C2C=C1C=1C(C)=NOC=1C VNTLEGVQLWKYEU-MRXNPFEDSA-N 0.000 claims 1
- XYYDBYHXTRBXDP-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-n-(2-morpholin-4-ylethyl)-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound C1COCCN1CCNC1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 XYYDBYHXTRBXDP-UHFFFAOYSA-N 0.000 claims 1
- VVNHPRQSIABGMX-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-n-ethyl-8-methoxy-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-amine Chemical compound COC1=CC2=C3N(CC4CCOCC4)C(NCC)=NC3=CN=C2C=C1C=1C(C)=NOC=1C VVNHPRQSIABGMX-UHFFFAOYSA-N 0.000 claims 1
- IKTBLXAKAQPULU-UHFFFAOYSA-N 7-(3,5-dimethyl-1,2-oxazol-4-yl)-n-ethyl-8-methoxy-1-[1-(1-methylpyrazol-4-yl)ethyl]imidazo[4,5-c]quinolin-2-amine Chemical compound COC1=CC2=C3N(C(C)C4=CN(C)N=C4)C(NCC)=NC3=CN=C2C=C1C=1C(C)=NOC=1C IKTBLXAKAQPULU-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 230000004968 inflammatory condition Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- OGTYKUGNAVOMRH-UHFFFAOYSA-N n'-[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(1-methoxypropan-2-yl)imidazo[4,5-c]quinolin-2-yl]ethane-1,2-diamine Chemical compound COC1=CC2=C3N(C(C)COC)C(NCCN)=NC3=CN=C2C=C1C=1C(C)=NOC=1C OGTYKUGNAVOMRH-UHFFFAOYSA-N 0.000 claims 1
- OSDROQOFDHWYKD-UHFFFAOYSA-N n'-[7-(3,5-dimethyl-1,2-oxazol-4-yl)-8-methoxy-1-(oxan-4-ylmethyl)imidazo[4,5-c]quinolin-2-yl]ethane-1,2-diamine Chemical compound NCCNC1=NC2=CN=C3C=C(C4=C(ON=C4C)C)C(OC)=CC3=C2N1CC1CCOCC1 OSDROQOFDHWYKD-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1106799.8 | 2011-04-21 | ||
| GBGB1106799.8A GB201106799D0 (en) | 2011-04-21 | 2011-04-21 | Novel compounds |
| PCT/EP2012/057114 WO2012143416A2 (en) | 2011-04-21 | 2012-04-19 | Novel compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014511893A JP2014511893A (ja) | 2014-05-19 |
| JP2014511893A5 true JP2014511893A5 (enExample) | 2015-04-30 |
| JP5856673B2 JP5856673B2 (ja) | 2016-02-10 |
Family
ID=44147382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014505613A Expired - Fee Related JP5856673B2 (ja) | 2011-04-21 | 2012-04-19 | ７−（３，５−ジメチル−４−イソオキサゾリル）−８−（メチルオキシ）−１Ｈ−イミダゾ［４，５−ｃ］キノリン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8846709B2 (enExample) |
| EP (1) | EP2699573B1 (enExample) |
| JP (1) | JP5856673B2 (enExample) |
| ES (1) | ES2637595T3 (enExample) |
| GB (1) | GB201106799D0 (enExample) |
| WO (1) | WO2012143416A2 (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201114103D0 (en) | 2011-08-17 | 2011-09-28 | Glaxosmithkline Llc | Novel compounds |
| US9765039B2 (en) | 2012-11-21 | 2017-09-19 | Zenith Epigenetics Ltd. | Biaryl derivatives as bromodomain inhibitors |
| US9073878B2 (en) | 2012-11-21 | 2015-07-07 | Zenith Epigenetics Corp. | Cyclic amines as bromodomain inhibitors |
| JP2016507496A (ja) | 2012-12-21 | 2016-03-10 | ゼニス・エピジェネティクス・コーポレイションＺｅｎｉｔｈ Ｅｐｉｇｅｎｅｔｉｃｓ Ｃｏｒｐ． | ブロモドメイン阻害剤としての新規複素環式化合物 |
| EP2970285B1 (en) | 2013-03-11 | 2019-04-17 | AbbVie Inc. | Fused tetracyclic bromodomain inhibitors |
| BR112015022861A8 (pt) | 2013-03-11 | 2019-11-26 | Abbvie Inc | inibidores de bromodomínio |
| EA201591746A1 (ru) | 2013-03-14 | 2016-08-31 | КОНВЕРДЖЕН ЭлЭлСи | Способы и композиции для ингибирования бромодомен-содержащих белков |
| EA035469B1 (ru) | 2013-03-15 | 2020-06-22 | Инсайт Холдингс Корпорейшн | Трициклические гетероциклы как ингибиторы белков бэт |
| TWI527811B (zh) * | 2013-05-09 | 2016-04-01 | 吉李德科學股份有限公司 | 作爲溴結構域抑制劑的苯並咪唑衍生物 |
| KR102307566B1 (ko) | 2013-06-21 | 2021-10-05 | 제니쓰 에피제네틱스 리미티드 | 신규한 바이사이클릭 브로모도메인 억제제 |
| CN105473581B (zh) * | 2013-06-21 | 2019-04-23 | 齐尼思表观遗传学有限公司 | 作为溴结构域抑制剂的新取代的双环化合物 |
| EP3019502B1 (en) | 2013-07-08 | 2017-05-17 | Incyte Holdings Corporation | Tricyclic heterocycles as bet protein inhibitors |
| BR112016001457A2 (pt) * | 2013-07-25 | 2017-08-29 | Dana Farber Cancer Inst Inc | Inibidores de fatores de transcrição e usos dos mesmos |
| CA2919948C (en) | 2013-07-31 | 2020-07-21 | Zenith Epigenetics Corp. | Novel quinazolinones as bromodomain inhibitors |
| WO2015049629A1 (en) * | 2013-10-01 | 2015-04-09 | Piramal Enterprises Limited | Imidazoquinoline compounds as bromodomain inhibitors |
| ES2750452T3 (es) * | 2013-11-26 | 2020-03-25 | Gilead Sciences Inc | Derivados de quinolina como inhibidores del bromodominio |
| US9399640B2 (en) | 2013-11-26 | 2016-07-26 | Incyte Corporation | Substituted pyrrolo[2,3-c]pyridines and pyrazolo[3,4-c]pyridines as BET protein inhibitors |
| US9315501B2 (en) | 2013-11-26 | 2016-04-19 | Incyte Corporation | Bicyclic heterocycles as BET protein inhibitors |
| US9309246B2 (en) | 2013-12-19 | 2016-04-12 | Incyte Corporation | Tricyclic heterocycles as BET protein inhibitors |
| SMT202000133T1 (it) | 2014-04-23 | 2020-05-08 | Incyte Corp | 1h-pirrolo[2,3-c]piridin-7(6h)-oni e pirazolo[3,4-c]piridin-7(6h)-oni come inibitori di proteine bet |
| JP6599979B2 (ja) | 2014-09-15 | 2019-10-30 | インサイト・コーポレイション | Ｂｅｔタンパク質阻害剤として用いるための三環式複素環化合物 |
| US10179125B2 (en) | 2014-12-01 | 2019-01-15 | Zenith Epigenetics Ltd. | Substituted pyridines as bromodomain inhibitors |
| HK1245246A1 (zh) | 2014-12-01 | 2018-08-24 | 恒翼生物医药科技(上海)有限公司 | 作为溴域抑制剂的取代吡啶酮 |
| WO2016092375A1 (en) | 2014-12-11 | 2016-06-16 | Zenith Epigenetics Corp. | Substituted heterocycles as bromodomain inhibitors |
| CN107406438B (zh) | 2014-12-17 | 2021-05-14 | 恒翼生物医药科技(上海)有限公司 | 溴结构域的抑制剂 |
| CA2974153A1 (en) | 2015-02-03 | 2016-08-11 | Trillium Therapeutics Inc. | Fluorinated imidazo[4,5-c]quinoline derivatives as inhibitors of bromodomain containing proteins |
| GB201504694D0 (en) | 2015-03-19 | 2015-05-06 | Glaxosmithkline Ip Dev Ltd | Covalent conjugates |
| WO2016186453A1 (en) * | 2015-05-20 | 2016-11-24 | Kainos Medicine, Inc. | Quinoline derivatives as bromodomain inhibitors |
| CA2986441A1 (en) | 2015-06-12 | 2016-12-15 | Dana-Farber Cancer Institute, Inc. | Combination therapy of transcription inhibitors and kinase inhibitors |
| WO2016203335A1 (en) | 2015-06-18 | 2016-12-22 | Pfizer Inc. | Novel pyrido[2,3-b]pyrazinones as bet-family bromodomain inhibitors |
| US11306105B2 (en) | 2015-09-11 | 2022-04-19 | Dana-Farber Cancer Institute, Inc. | Cyano thienotriazolodiazepines and uses thereof |
| RU2018112953A (ru) | 2015-09-11 | 2019-10-14 | Дана-Фарбер Кэнсер Инститьют, Инк. | Ацетамидтиенотриазолодиазепины и пути их применения |
| WO2017075377A1 (en) | 2015-10-29 | 2017-05-04 | Incyte Corporation | Amorphous solid form of a bet protein inhibitor |
| CR20180336A (es) | 2015-11-25 | 2018-08-06 | Dana Farber Cancer Inst Inc | Inhibidores de bromodominio bivalentes y usos de los mismos |
| EP3380469B1 (en) | 2015-11-25 | 2022-03-16 | Convergene Llc | Bicyclic bet bromodomain inhibitors and uses thereof |
| CN109715625B (zh) | 2016-06-20 | 2022-04-19 | 因赛特公司 | Bet抑制剂的结晶固体形式 |
| CN110418791B (zh) * | 2017-04-28 | 2022-07-01 | 四川科伦博泰生物医药股份有限公司 | 包含苯并二氮䓬类化合物的注射用组合物及其制备方法 |
| WO2020219168A1 (en) | 2019-04-24 | 2020-10-29 | Convergene, Llc | Small molecule bromodomain inhibitors and uses thereof |
| US11833155B2 (en) | 2020-06-03 | 2023-12-05 | Incyte Corporation | Combination therapy for treatment of myeloproliferative neoplasms |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9004781D0 (en) | 1990-03-02 | 1990-04-25 | Glaxo Group Ltd | Device |
| JP2006513212A (ja) | 2002-12-20 | 2006-04-20 | スリーエム イノベイティブ プロパティズ カンパニー | アリール／ヘタリール置換されたイミダゾキノリン |
| BRPI0416128B8 (pt) | 2003-11-03 | 2021-06-22 | Glaxo Group Ltd | dispositivo de dispensação de fluido |
| AU2006332000A1 (en) * | 2005-12-16 | 2007-07-05 | Coley Pharmaceutical Group, Inc. | Substituted imidazoquinolines, imidazonaphthyridines, and imidazopyridines, compositions, and methods |
| JP2008156311A (ja) | 2006-12-26 | 2008-07-10 | Institute Of Physical & Chemical Research | Ｂｒｄ２ブロモドメイン結合剤 |
| CN101910182B (zh) | 2007-12-28 | 2013-07-17 | 田边三菱制药株式会社 | 抗癌剂 |
-
2011
- 2011-04-21 GB GBGB1106799.8A patent/GB201106799D0/en not_active Ceased
-
2012
- 2012-04-19 US US14/111,783 patent/US8846709B2/en not_active Expired - Fee Related
- 2012-04-19 JP JP2014505613A patent/JP5856673B2/ja not_active Expired - Fee Related
- 2012-04-19 ES ES12716379.8T patent/ES2637595T3/es active Active
- 2012-04-19 EP EP12716379.8A patent/EP2699573B1/en not_active Not-in-force
- 2012-04-19 WO PCT/EP2012/057114 patent/WO2012143416A2/en not_active Ceased