PE20160932A1 - Compuesto de (6s,9as)-n-bencil-6-[(4-hidroxifenil)metil]-4,7-dioxo-8-({6-[3-(piperazin-1-il)azetidin-1-il]piridin-2-il}metil)-2-(prop-2-en-1-il)-octahidro-1h-pirazino[2,1-c][1,2,4]triazina-1-carboxamida - Google Patents
Compuesto de (6s,9as)-n-bencil-6-[(4-hidroxifenil)metil]-4,7-dioxo-8-({6-[3-(piperazin-1-il)azetidin-1-il]piridin-2-il}metil)-2-(prop-2-en-1-il)-octahidro-1h-pirazino[2,1-c][1,2,4]triazina-1-carboxamidaInfo
- Publication number
- PE20160932A1 PE20160932A1 PE2016000711A PE2016000711A PE20160932A1 PE 20160932 A1 PE20160932 A1 PE 20160932A1 PE 2016000711 A PE2016000711 A PE 2016000711A PE 2016000711 A PE2016000711 A PE 2016000711A PE 20160932 A1 PE20160932 A1 PE 20160932A1
- Authority
- PE
- Peru
- Prior art keywords
- methyl
- azetidin
- octahydro
- piperazin
- dioxo
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 3
- -1 4-HYDROXYPHENYL Chemical class 0.000 title 1
- MHZGAVWIXHVIET-UHFFFAOYSA-N N1(NC=NC=C1)C(=O)N Chemical compound N1(NC=NC=C1)C(=O)N MHZGAVWIXHVIET-UHFFFAOYSA-N 0.000 title 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- ZGNKNLOBYFTGRG-GIWKVKTRSA-N (6S,9aS)-N-benzyl-8-[[6-[3-(4-ethylpiperazin-1-yl)azetidin-1-yl]pyridin-2-yl]methyl]-6-[(2-fluoro-4-hydroxyphenyl)methyl]-4,7-dioxo-2-prop-2-enyl-3,6,9,9a-tetrahydropyrazino[2,1-c][1,2,4]triazine-1-carboxamide Chemical compound C1CN(CC)CCN1C1CN(C=2N=C(CN3C([C@H](CC=4C(=CC(O)=CC=4)F)N4[C@@H](N(N(CC=C)CC4=O)C(=O)NCC=4C=CC=CC=4)C3)=O)C=CC=2)C1 ZGNKNLOBYFTGRG-GIWKVKTRSA-N 0.000 abstract 1
- SNDNPPITFPXTTR-GIWKVKTRSA-N (6S,9aS)-N-benzyl-8-[[6-[3-(4-ethylpiperazin-1-yl)azetidin-1-yl]pyridin-2-yl]methyl]-6-[(4-hydroxyphenyl)methyl]-4,7-dioxo-2-prop-2-enyl-3,6,9,9a-tetrahydropyrazino[2,1-c][1,2,4]triazine-1-carboxamide Chemical compound C(C1=CC=CC=C1)NC(=O)N1N(CC(N2[C@@H]1CN(C([C@@H]2CC2=CC=C(C=C2)O)=O)CC2=NC(=CC=C2)N2CC(C2)N2CCN(CC2)CC)=O)CC=C SNDNPPITFPXTTR-GIWKVKTRSA-N 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000037361 pathway Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/661—Phosphorus acids or esters thereof not having P—C bonds, e.g. fosfosal, dichlorvos, malathion or mevinphos
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
La presente invencion se refiere a compuestos de formula (I) que tiene actividad de modulacion de la via Wnt para tratamiento de cancer. Donde: R1 es alquiloC1-6; R2 y R3 son H o alquilo C1-6; X2, X3 y X4 son H o halogeno y X5 es H o P(=O)(OH)2. Son compuestos preferidos: (6S, 9aS) N- bencil -8-((6-(3-(4-etil-piperazin-1-il) azetidin-1-il)piridin-2-il)metil)-6-((2-fluoro-4-hidroxfenil)metil)-4,7-dioxo-2- (prop-2-en-1-il) - octahidro -1H- pirazino[2,1-c][1,2,4] triazina-1-carboxamida; (6S,9aS) -N- bencil-8 -((6- (3- (4-etil-piperazin-1-il)azetidin-1-il)piridin-2-il)metil)-6 -((4- hidroxifenil)metil)-4,7-dioxo-2-(prop-2-en-1-il) - octahidro -1H-pirazino[2,1-c][1,2,4] triazina-1-carboxamida; entre otros
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013267687 | 2013-12-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20160932A1 true PE20160932A1 (es) | 2016-09-10 |
Family
ID=53399298
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2016000711A PE20160932A1 (es) | 2013-12-25 | 2014-12-22 | Compuesto de (6s,9as)-n-bencil-6-[(4-hidroxifenil)metil]-4,7-dioxo-8-({6-[3-(piperazin-1-il)azetidin-1-il]piridin-2-il}metil)-2-(prop-2-en-1-il)-octahidro-1h-pirazino[2,1-c][1,2,4]triazina-1-carboxamida |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US9174998B2 (es) |
| EP (1) | EP3088401B1 (es) |
| JP (1) | JP6085040B2 (es) |
| KR (1) | KR102307053B1 (es) |
| CN (1) | CN105873932B (es) |
| AR (1) | AR098908A1 (es) |
| AU (1) | AU2014371148B2 (es) |
| BR (1) | BR112016013572B1 (es) |
| CA (1) | CA2932435C (es) |
| CL (1) | CL2016001419A1 (es) |
| CY (1) | CY1122521T1 (es) |
| DK (1) | DK3088401T3 (es) |
| ES (1) | ES2728353T3 (es) |
| HK (1) | HK1222656A1 (es) |
| HR (1) | HRP20190908T1 (es) |
| HU (1) | HUE044541T2 (es) |
| IL (1) | IL245961A0 (es) |
| JO (1) | JO3809B1 (es) |
| LT (1) | LT3088401T (es) |
| ME (1) | ME03391B (es) |
| MX (1) | MX365376B (es) |
| MY (1) | MY173946A (es) |
| PE (1) | PE20160932A1 (es) |
| PH (1) | PH12016501079A1 (es) |
| PL (1) | PL3088401T3 (es) |
| PT (1) | PT3088401T (es) |
| RS (1) | RS58955B1 (es) |
| RU (1) | RU2669805C2 (es) |
| SG (1) | SG11201604496YA (es) |
| SI (1) | SI3088401T1 (es) |
| TR (1) | TR201908392T4 (es) |
| TW (1) | TWI681961B (es) |
| UA (1) | UA116923C2 (es) |
| WO (1) | WO2015098853A1 (es) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3444363B1 (en) | 2011-06-03 | 2020-11-25 | Eisai R&D Management Co., Ltd. | Biomarkers for prediciting and assessing responsiveness of thyroid and kidney cancer subjects to lenvatinib compounds |
| EP4089076A1 (en) | 2014-08-28 | 2022-11-16 | Eisai R&D Management Co., Ltd. | High-purity quinoline derivative and method for manufacturing same |
| KR20170122734A (ko) | 2015-02-25 | 2017-11-06 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | 퀴놀린 유도체의 고미 억제 방법 |
| CA2978226A1 (en) | 2015-03-04 | 2016-09-09 | Merck Sharpe & Dohme Corp. | Combination of a pd-1 antagonist and a vegfr/fgfr/ret tyrosine kinase inhibitor for treating cancer |
| KR20180018695A (ko) * | 2015-06-16 | 2018-02-21 | 가부시키가이샤 프리즘 파마 | 항암제 |
| AU2016284383B2 (en) * | 2015-06-23 | 2020-08-20 | Eisai R&D Management Co., Ltd. | Crystal of (6S,9aS)-N-benzyl-8-({6-[3-(4-ethylpiperazin-1- yl)azetidin-1-yl]pyridin-2-yl}methyl)-6-(2-fluoro-4- hydroxybenzyl)-4,7-dioxo-2-(prop-2-en-1-yl)hexahydro-2Hpyrazino[ 2,1-c][1,2,4]triazine-1-(6H)-carboxamide |
| CN108084067B (zh) * | 2016-11-22 | 2019-08-30 | 重庆圣华曦药业股份有限公司 | 一种立他司特中间体的制备方法 |
| RU2750539C2 (ru) | 2017-02-08 | 2021-06-29 | Эйсай Ар Энд Ди Менеджмент Ко., Лтд. | Фармацевтическая композиция для лечения опухоли |
| CA3155672A1 (en) | 2019-10-29 | 2021-05-06 | Yoichi Ozawa | Combination of a pd-1 antagonist, a vegfr/fgfr/ret tyrosine kinase inhibitor and a cbp/beta-catenin inhibitor for treating cancer |
| KR20220151178A (ko) * | 2020-03-12 | 2022-11-14 | 3＋2 파마, 엘엘씨 | Cbp/카테닌 신호전달 경로 억제제 및 그것의 용도 |
| EP4238567A1 (en) | 2020-10-30 | 2023-09-06 | Keio University | Novel treatment and prevention of sarcopenia-related diseases |
| WO2023027888A1 (en) * | 2021-08-26 | 2023-03-02 | 3+2 Pharma, Llc | Pyrazole-containing cbp/catenin antagonists and uses thereof |
| EP4364742A1 (en) | 2021-09-08 | 2024-05-08 | Eisai R&D Management Co., Ltd. | Pharmaceutical composition for treating solid tumors |
| WO2023140369A1 (en) * | 2022-01-18 | 2023-07-27 | Prism BioLab Co., Ltd. | Phosphoric acid derivatives |
| WO2023190748A1 (ja) * | 2022-03-31 | 2023-10-05 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | 腫瘍治療用医薬組成物 |
| CN115784934A (zh) * | 2022-11-22 | 2023-03-14 | 上海吉奉生物科技有限公司 | 一种酪氨酸衍生物的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4387793B2 (ja) * | 2001-10-12 | 2009-12-24 | チョンウェ ファーマ コーポレーション | 逆向ターンミメティックおよびそれに関連した方法 |
| US7671054B1 (en) * | 2001-10-12 | 2010-03-02 | Choongwae Pharma Corporation | Reverse-turn mimetics and method relating thereto |
| US8080657B2 (en) | 2001-10-12 | 2011-12-20 | Choongwae Pharma Corporation | Compounds of reverse turn mimetics and the use thereof |
| JP2009184924A (ja) | 2006-05-31 | 2009-08-20 | Eisai R & D Management Co Ltd | 生物学的試薬用化合物 |
| AU2009255042B2 (en) | 2008-06-06 | 2014-05-15 | Prism Biolab Corporation | Alpha helix mimetics and methods relating thereto |
| RU2515983C2 (ru) * | 2009-04-15 | 2014-05-20 | Джей ДаблЮ ФАРМАСЬЮТИКАЛ КОРПОРЭЙШН | Новые соединения миметиков обратного действия, способ их получения и применения |
| US8940739B2 (en) * | 2010-10-14 | 2015-01-27 | Jw Pharmaceutical Corporation | Compound of a reverse-turn mimetic and a production method and use therefor |
| EP2678341A1 (en) * | 2011-02-25 | 2014-01-01 | PRISM Pharma Co., Ltd. | Alpha helix mimetics and methods relating thereto |
-
2014
- 2014-12-19 US US14/577,660 patent/US9174998B2/en active Active
- 2014-12-21 JO JOP/2014/0373A patent/JO3809B1/ar active
- 2014-12-22 CN CN201480067017.7A patent/CN105873932B/zh active Active
- 2014-12-22 MY MYPI2016702025A patent/MY173946A/en unknown
- 2014-12-22 WO PCT/JP2014/083932 patent/WO2015098853A1/ja active Application Filing
- 2014-12-22 UA UAA201606261A patent/UA116923C2/uk unknown
- 2014-12-22 MX MX2016007705A patent/MX365376B/es active IP Right Grant
- 2014-12-22 KR KR1020167015608A patent/KR102307053B1/ko active IP Right Grant
- 2014-12-22 AU AU2014371148A patent/AU2014371148B2/en active Active
- 2014-12-22 AR ARP140104850A patent/AR098908A1/es active IP Right Grant
- 2014-12-22 BR BR112016013572-5A patent/BR112016013572B1/pt active IP Right Grant
- 2014-12-22 TR TR2019/08392T patent/TR201908392T4/tr unknown
- 2014-12-22 HU HUE14873998 patent/HUE044541T2/hu unknown
- 2014-12-22 RU RU2016122867A patent/RU2669805C2/ru active
- 2014-12-22 SG SG11201604496YA patent/SG11201604496YA/en unknown
- 2014-12-22 EP EP14873998.0A patent/EP3088401B1/en active Active
- 2014-12-22 TW TW103144928A patent/TWI681961B/zh active
- 2014-12-22 SI SI201431226T patent/SI3088401T1/sl unknown
- 2014-12-22 ME MEP-2019-158A patent/ME03391B/me unknown
- 2014-12-22 DK DK14873998.0T patent/DK3088401T3/da active
- 2014-12-22 CA CA2932435A patent/CA2932435C/en active Active
- 2014-12-22 RS RS20190665A patent/RS58955B1/sr unknown
- 2014-12-22 JP JP2015554886A patent/JP6085040B2/ja active Active
- 2014-12-22 ES ES14873998T patent/ES2728353T3/es active Active
- 2014-12-22 LT LTEP14873998.0T patent/LT3088401T/lt unknown
- 2014-12-22 PE PE2016000711A patent/PE20160932A1/es unknown
- 2014-12-22 PT PT14873998T patent/PT3088401T/pt unknown
- 2014-12-22 PL PL14873998T patent/PL3088401T3/pl unknown
-
2016
- 2016-06-01 IL IL245961A patent/IL245961A0/en active IP Right Grant
- 2016-06-07 PH PH12016501079A patent/PH12016501079A1/en unknown
- 2016-06-09 CL CL2016001419A patent/CL2016001419A1/es unknown
- 2016-09-13 HK HK16110848.5A patent/HK1222656A1/zh unknown
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2019
- 2019-05-16 HR HRP20190908TT patent/HRP20190908T1/hr unknown
- 2019-05-31 CY CY20191100578T patent/CY1122521T1/el unknown
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