JP2016188255A5 - - Google Patents
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- JP2016188255A5 JP2016188255A5 JP2016155625A JP2016155625A JP2016188255A5 JP 2016188255 A5 JP2016188255 A5 JP 2016188255A5 JP 2016155625 A JP2016155625 A JP 2016155625A JP 2016155625 A JP2016155625 A JP 2016155625A JP 2016188255 A5 JP2016188255 A5 JP 2016188255A5
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- JP
- Japan
- Prior art keywords
- compound
- reacting
- manufacturing process
- methanol
- formula
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 15
- 238000004519 manufacturing process Methods 0.000 claims 8
- 238000000034 method Methods 0.000 claims 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 claims 4
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 2
- 229940125904 compound 1 Drugs 0.000 claims 2
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 claims 2
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 2
- 239000012279 sodium borohydride Substances 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- WFOVEDJTASPCIR-UHFFFAOYSA-N 3-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)methylamino]-n-[[2-(trifluoromethyl)phenyl]methyl]benzamide Chemical compound N=1N=C(C=2C=CN=CC=2)N(C)C=1CNC(C=1)=CC=CC=1C(=O)NCC1=CC=CC=C1C(F)(F)F WFOVEDJTASPCIR-UHFFFAOYSA-N 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 claims 1
- QOGNDJLSYMJGPP-UHFFFAOYSA-N CC1(C)OB(c(cc2)cnc2OC)OC1(C)C Chemical compound CC1(C)OB(c(cc2)cnc2OC)OC1(C)C QOGNDJLSYMJGPP-UHFFFAOYSA-N 0.000 description 1
- 0 CN(Cc1cc(nc(-c(cn2)ccc2OC)nc2N3CCOCC3)c2[s]1)c(nc1)ncc1C(O*)=O Chemical compound CN(Cc1cc(nc(-c(cn2)ccc2OC)nc2N3CCOCC3)c2[s]1)c(nc1)ncc1C(O*)=O 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161470849P | 2011-04-01 | 2011-04-01 | |
| US61/470,849 | 2011-04-01 | ||
| US201161559489P | 2011-11-14 | 2011-11-14 | |
| US61/559,489 | 2011-11-14 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014502821A Division JP6242331B2 (ja) | 2011-04-01 | 2012-03-30 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018001910A Division JP2018052987A (ja) | 2011-04-01 | 2018-01-10 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016188255A JP2016188255A (ja) | 2016-11-04 |
| JP2016188255A5 true JP2016188255A5 (enExample) | 2016-12-15 |
| JP6275784B2 JP6275784B2 (ja) | 2018-02-07 |
Family
ID=46931927
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014502821A Active JP6242331B2 (ja) | 2011-04-01 | 2012-03-30 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
| JP2016155625A Active JP6275784B2 (ja) | 2011-04-01 | 2016-08-08 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
| JP2018001910A Withdrawn JP2018052987A (ja) | 2011-04-01 | 2018-01-10 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014502821A Active JP6242331B2 (ja) | 2011-04-01 | 2012-03-30 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018001910A Withdrawn JP2018052987A (ja) | 2011-04-01 | 2018-01-10 | 亜鉛結合部分を有するホスホイノシチド３−キナーゼインヒビター |
Country Status (29)
| Country | Link |
|---|---|
| US (7) | US8710219B2 (enExample) |
| EP (2) | EP3111938B1 (enExample) |
| JP (3) | JP6242331B2 (enExample) |
| KR (2) | KR20180108848A (enExample) |
| CN (2) | CN103582483B (enExample) |
| AU (1) | AU2012236367B2 (enExample) |
| BR (1) | BR112013025340B1 (enExample) |
| CA (1) | CA2830822C (enExample) |
| CL (1) | CL2013002823A1 (enExample) |
| CY (2) | CY1117785T1 (enExample) |
| DK (2) | DK3111938T3 (enExample) |
| EA (1) | EA022434B9 (enExample) |
| ES (2) | ES2577982T3 (enExample) |
| HR (2) | HRP20160545T1 (enExample) |
| HU (2) | HUE028910T2 (enExample) |
| IL (2) | IL228588A (enExample) |
| LT (1) | LT3111938T (enExample) |
| ME (2) | ME02451B (enExample) |
| MX (1) | MX340577B (enExample) |
| PE (1) | PE20141382A1 (enExample) |
| PL (2) | PL3111938T3 (enExample) |
| PT (2) | PT2694075T (enExample) |
| RS (2) | RS54903B1 (enExample) |
| SG (2) | SG10201602569RA (enExample) |
| SI (2) | SI2694075T1 (enExample) |
| SM (2) | SMT201900435T1 (enExample) |
| TW (1) | TWI571469B (enExample) |
| WO (1) | WO2012135571A1 (enExample) |
| ZA (2) | ZA201307082B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA024252B1 (ru) | 2009-01-08 | 2016-08-31 | Кьюрис, Инк. | Ингибиторы фосфоинозитид-3-киназ с цинксвязывающей группой |
| CA2830822C (en) * | 2011-04-01 | 2018-10-02 | Curis, Inc. | A thienopyrimidine phosphoinositide 3-kinase inhibitor with a zinc binding moiety |
| JP6051434B2 (ja) | 2011-11-14 | 2016-12-27 | イグニタ、インク． | ＡＸＬおよびｃ−ＭＥＴキナーゼ阻害剤としてのウラシル誘導体 |
| CN104725301A (zh) * | 2013-12-20 | 2015-06-24 | 北京蓝贝望生物医药科技股份有限公司 | 一种1,2-二氢吡啶-2-酮衍生物的制备方法 |
| KR102015826B1 (ko) * | 2015-04-21 | 2019-08-29 | 구이저우 바이링 그룹 파마슈티컬 컴퍼니 리미티드 | 퓨리닐-n-하이드록실 피리미딘 포름아미드 유도체, 이의 제조 방법 및 용도 |
| US11142552B2 (en) * | 2016-07-19 | 2021-10-12 | National Institute Of Plant Genome Research | Protein against fungal pathogens |
| WO2018085342A1 (en) * | 2016-11-02 | 2018-05-11 | Curis, Inc. | Combination therapy with a phosphoinositide 3-kinase inhibitor with a zinc binding moiety |
| AU2018360845B2 (en) * | 2017-11-06 | 2024-05-02 | Cold Spring Harbor Laboratory | Method and compositions for forming a copper-containing complex and uses thereof |
| ES3014591T3 (en) | 2018-09-11 | 2025-04-23 | Curis Inc | Combination therapy with a phosphoinositide 3-kinase inhibitor with a zinc binding moiety |
| WO2023212574A1 (en) * | 2022-04-26 | 2023-11-02 | Olivia Szu Hsieh Lee Nakaya | Compositions and methods for modulating rhythmic activity of pacemaker cardiomyocytes |
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2012
- 2012-03-30 CA CA2830822A patent/CA2830822C/en active Active
- 2012-03-30 HU HUE12764605A patent/HUE028910T2/en unknown
- 2012-03-30 WO PCT/US2012/031361 patent/WO2012135571A1/en not_active Ceased
- 2012-03-30 SI SI201230597A patent/SI2694075T1/sl unknown
- 2012-03-30 HR HRP20160545TT patent/HRP20160545T1/hr unknown
- 2012-03-30 PE PE2013002160A patent/PE20141382A1/es active IP Right Grant
- 2012-03-30 RS RS20160457A patent/RS54903B1/sr unknown
- 2012-03-30 SG SG10201602569RA patent/SG10201602569RA/en unknown
- 2012-03-30 MX MX2013011132A patent/MX340577B/es active IP Right Grant
- 2012-03-30 SI SI201231625T patent/SI3111938T1/sl unknown
- 2012-03-30 JP JP2014502821A patent/JP6242331B2/ja active Active
- 2012-03-30 EP EP16166266.3A patent/EP3111938B1/en active Active
- 2012-03-30 PT PT127646057T patent/PT2694075T/pt unknown
- 2012-03-30 SM SM20190435T patent/SMT201900435T1/it unknown
- 2012-03-30 PL PL16166266T patent/PL3111938T3/pl unknown
- 2012-03-30 US US13/435,062 patent/US8710219B2/en active Active
- 2012-03-30 ES ES12764605.7T patent/ES2577982T3/es active Active
- 2012-03-30 PL PL12764605.7T patent/PL2694075T3/pl unknown
- 2012-03-30 ME MEP-2016-116A patent/ME02451B/me unknown
- 2012-03-30 SG SG2013070883A patent/SG193563A1/en unknown
- 2012-03-30 ME MEP-2019-179A patent/ME03523B/me unknown
- 2012-03-30 DK DK16166266.3T patent/DK3111938T3/da active
- 2012-03-30 PT PT16166266T patent/PT3111938T/pt unknown
- 2012-03-30 CN CN201280026400.9A patent/CN103582483B/zh active Active
- 2012-03-30 LT LTEP16166266.3T patent/LT3111938T/lt unknown
- 2012-03-30 KR KR1020187026847A patent/KR20180108848A/ko not_active Ceased
- 2012-03-30 CN CN201610034817.XA patent/CN105461736B/zh active Active
- 2012-03-30 EA EA201301114A patent/EA022434B9/ru unknown
- 2012-03-30 EP EP12764605.7A patent/EP2694075B1/en active Active
- 2012-03-30 DK DK12764605.7T patent/DK2694075T3/en active
- 2012-03-30 HU HUE16166266A patent/HUE045041T2/hu unknown
- 2012-03-30 AU AU2012236367A patent/AU2012236367B2/en active Active
- 2012-03-30 ES ES16166266T patent/ES2733128T3/es active Active
- 2012-03-30 KR KR1020137028748A patent/KR101902325B1/ko active Active
- 2012-03-30 BR BR112013025340-1A patent/BR112013025340B1/pt active IP Right Grant
- 2012-03-30 RS RSP20190842 patent/RS59219B1/sr unknown
- 2012-03-30 TW TW101111283A patent/TWI571469B/zh active
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2013
- 2013-09-19 ZA ZA2013/07082A patent/ZA201307082B/en unknown
- 2013-09-29 IL IL228588A patent/IL228588A/en active IP Right Grant
- 2013-09-30 CL CL2013002823A patent/CL2013002823A1/es unknown
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2014
- 2014-03-05 US US14/197,769 patent/US9249156B2/en active Active
- 2014-08-21 ZA ZA2014/06167A patent/ZA201406167B/en unknown
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2015
- 2015-12-28 US US14/979,887 patent/US9657032B2/en active Active
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2016
- 2016-06-16 SM SM201600179T patent/SMT201600179B/it unknown
- 2016-07-14 CY CY20161100683T patent/CY1117785T1/el unknown
- 2016-08-08 JP JP2016155625A patent/JP6275784B2/ja active Active
- 2016-10-30 IL IL248597A patent/IL248597B/en active IP Right Grant
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2017
- 2017-04-25 US US15/496,318 patent/US10111864B2/en active Active
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2018
- 2018-01-10 JP JP2018001910A patent/JP2018052987A/ja not_active Withdrawn
- 2018-10-03 US US16/150,845 patent/US10543197B2/en active Active
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2019
- 2019-06-17 HR HRP20191091TT patent/HRP20191091T1/hr unknown
- 2019-07-17 CY CY20191100760T patent/CY1121825T1/el unknown
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2020
- 2020-01-07 US US16/736,081 patent/US11135205B2/en active Active
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2021
- 2021-09-09 US US17/470,410 patent/US11654136B2/en active Active
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