JP2005530722A5 - - Google Patents
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- JP2005530722A5 JP2005530722A5 JP2003582146A JP2003582146A JP2005530722A5 JP 2005530722 A5 JP2005530722 A5 JP 2005530722A5 JP 2003582146 A JP2003582146 A JP 2003582146A JP 2003582146 A JP2003582146 A JP 2003582146A JP 2005530722 A5 JP2005530722 A5 JP 2005530722A5
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- Prior art keywords
- alkyl
- substituted
- hydrogen
- halo
- compound
- 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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- -1 phenyloxy, benzyloxy, phenylthio, benzylthio Chemical group 0.000 claims description 9
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- FEYDZHNIIMENOB-UHFFFAOYSA-N 2,6-dibromopyridine Chemical compound BrC1=CC=CC(Br)=N1 FEYDZHNIIMENOB-UHFFFAOYSA-N 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000006239 protecting group Chemical group 0.000 claims description 3
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 241000124008 Mammalia Species 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- XEDHVZKDSYZQBF-UHFFFAOYSA-N lasmiditan Chemical compound C1CN(C)CCC1C(=O)C1=CC=CC(NC(=O)C=2C(=CC(F)=CC=2F)F)=N1 XEDHVZKDSYZQBF-UHFFFAOYSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- YBTPRLDGGGYWIP-UHFFFAOYSA-N 2,4,6-trifluoro-n-[6-(1-methylpiperidine-4-carbonyl)pyridin-2-yl]benzamide;hydrochloride Chemical compound Cl.C1CN(C)CCC1C(=O)C1=CC=CC(NC(=O)C=2C(=CC(F)=CC=2F)F)=N1 YBTPRLDGGGYWIP-UHFFFAOYSA-N 0.000 claims 1
- FILKGCRCWDMBKA-UHFFFAOYSA-N 2,6-dichloropyridine Chemical compound ClC1=CC=CC(Cl)=N1 FILKGCRCWDMBKA-UHFFFAOYSA-N 0.000 claims 1
- 206010015866 Extravasation Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000036251 extravasation Effects 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000008024 pharmaceutical diluent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000001984 thiazolidinyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36908802P | 2002-03-29 | 2002-03-29 | |
| PCT/US2003/008455 WO2003084949A1 (en) | 2002-03-29 | 2003-03-27 | Pyridinoylpiperidines as 5-ht1f agonists |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010044032A Division JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005530722A JP2005530722A (ja) | 2005-10-13 |
| JP2005530722A5 true JP2005530722A5 (enExample) | 2006-05-25 |
| JP4493345B2 JP4493345B2 (ja) | 2010-06-30 |
Family
ID=28791923
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003582146A Expired - Lifetime JP4493345B2 (ja) | 2002-03-29 | 2003-03-27 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
| JP2010044032A Pending JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010044032A Pending JP2010159272A (ja) | 2002-03-29 | 2010-03-01 | ５−ｈｔ１ｆアゴニストとしてのピリジノイルピペリジン |
Country Status (31)
| Country | Link |
|---|---|
| US (6) | US7423050B2 (enExample) |
| EP (1) | EP1492786B1 (enExample) |
| JP (2) | JP4493345B2 (enExample) |
| KR (1) | KR100985995B1 (enExample) |
| CN (1) | CN100352817C (enExample) |
| AR (1) | AR039150A1 (enExample) |
| AT (1) | ATE341543T1 (enExample) |
| AU (1) | AU2003224719B2 (enExample) |
| BR (1) | BRPI0308495B8 (enExample) |
| CA (2) | CA2478229C (enExample) |
| CR (1) | CR7496A (enExample) |
| CY (1) | CY1105899T1 (enExample) |
| DE (1) | DE60308850T2 (enExample) |
| DK (1) | DK1492786T3 (enExample) |
| EA (1) | EA007966B1 (enExample) |
| EC (1) | ECSP045317A (enExample) |
| EG (1) | EG25226A (enExample) |
| ES (1) | ES2277074T3 (enExample) |
| HR (1) | HRP20040883B1 (enExample) |
| IL (1) | IL163928A0 (enExample) |
| MX (1) | MXPA04009497A (enExample) |
| MY (1) | MY134666A (enExample) |
| NO (1) | NO330394B1 (enExample) |
| NZ (1) | NZ534952A (enExample) |
| PE (1) | PE20030976A1 (enExample) |
| PL (1) | PL210019B1 (enExample) |
| PT (1) | PT1492786E (enExample) |
| TW (1) | TWI263497B (enExample) |
| UA (1) | UA77504C2 (enExample) |
| WO (1) | WO2003084949A1 (enExample) |
| ZA (1) | ZA200407666B (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI263497B (en) * | 2002-03-29 | 2006-10-11 | Lilly Co Eli | Pyridinoylpiperidines as 5-HT1F agonists |
| WO2004094380A1 (en) | 2003-04-18 | 2004-11-04 | Eli Lilly And Company | (piperidinyloxy)phenyl, (piperidinyloxy)pyridinyl, (piperidinylsulfanyl)phenyl and (piperidinylsulfanyl)pyridinyl compounds as 5-ht1f agonists |
| AU2003903597A0 (en) * | 2003-07-11 | 2003-07-24 | Jakov Vaisman | Treatment of premature ejaculation |
| UA82711C2 (en) | 2003-09-12 | 2008-05-12 | Эли Лилли Энд Компани | Substituted 2-carbonylamino-6-piperidinaminopyridines and substituted 1-carbonylamino-3-piperidinaminobenzenes as 5-ht1f agonists |
| JP2007516266A (ja) * | 2003-12-17 | 2007-06-21 | イーライ リリー アンド カンパニー | ５−ｈｔ１ｆアゴニストとしての置換（４−アミノシクロヘキセン−１−イル）フェニルおよび（４−アミノシクロヘキセン−１−イル）ピリジニル化合物 |
| WO2006022442A1 (ja) * | 2004-08-24 | 2006-03-02 | Santen Pharmaceutical Co., Ltd. | ジヒドロオロテートデヒドロゲナーゼ阻害活性を有する新規複素環アミド誘導体 |
| EP1794130A1 (en) * | 2004-09-20 | 2007-06-13 | Biolipox AB | Pyrazole compounds useful in the treatment of inflammation |
| EP1794145A1 (en) * | 2004-09-20 | 2007-06-13 | Biolipox AB | Pyrazole compounds useful in the treatment of inflammation |
| US20060178349A1 (en) * | 2005-01-24 | 2006-08-10 | Pozen Inc. | Compositions and therapeutic methods utilizing a combination of a 5-HT1F inhibitor and an NSAID |
| TW200800911A (en) * | 2005-10-20 | 2008-01-01 | Biolipox Ab | Pyrazoles useful in the treatment of inflammation |
| WO2007051982A1 (en) * | 2005-10-31 | 2007-05-10 | Biolipox Ab | Triazole compounds as lipoxygenase inhibitors |
| TW200732320A (en) * | 2005-10-31 | 2007-09-01 | Biolipox Ab | Pyrazoles useful in the treatment of inflammation |
| EP1943225A1 (en) * | 2005-11-01 | 2008-07-16 | Biolipox AB | Pyrazoles useful in the treatment of inflammation |
| WO2007093540A1 (en) | 2006-02-17 | 2007-08-23 | F. Hoffmann-La Roche Ag | Benzoyl-piperidine derivatives as 5ht2/d3 modulators |
| LT2413933T (lt) | 2009-04-02 | 2018-02-26 | Colucid Pharmaceuticals, Inc. | 2,4,6-trifluor-n-[6-(1-metil-piperidin-4-karbonil)-piridin-2-il]-benzamidas, skirtas migrenos gydymui peroraliniu ar intraveniniu keliu |
| US8429652B2 (en) | 2009-06-22 | 2013-04-23 | Citrix Systems, Inc. | Systems and methods for spillover in a multi-core system |
| CA2795062A1 (en) | 2010-04-02 | 2011-10-06 | Colucid Pharmaceuticals, Inc. | Compositions and methods of synthesis of pyridinoylpiperidine 5-ht1f agonists |
| WO2012068209A2 (en) | 2010-11-18 | 2012-05-24 | Janssen Pharmaceutica Nv | Bisthiazole inhibitors of pro-matrix metalloproteinase activation |
| CN102993086A (zh) * | 2012-10-11 | 2013-03-27 | 南通市华峰化工有限责任公司 | 一种2，6-二溴吡啶的合成方法 |
| CN108137536A (zh) * | 2016-07-15 | 2018-06-08 | 杭州领业医药科技有限公司 | 一种受体激动剂的晶型及其制备方法和药物组合物 |
| CA3036632A1 (en) | 2016-09-23 | 2018-03-29 | Teva Pharmaceuticals International Gmbh | Treating refractory migraine |
| CN108137605B (zh) | 2016-10-05 | 2021-07-13 | 杭州领业医药科技有限公司 | Acp-196的晶型及其制备方法和药物组合物 |
| US11014892B2 (en) | 2016-11-02 | 2021-05-25 | Musc Foundation For Research Development | 5HT1F receptor agonists and mitochondrial biogenesis |
| NZ752906A (en) * | 2016-12-06 | 2021-07-30 | Colucid Pharmaceuticals Inc | Compositions and methods related to pyridinoylpiperidine 5-ht1f agonists |
| CA3049319A1 (en) | 2017-01-13 | 2018-07-19 | Sumitomo Dainippon Pharma Co., Ltd. | Therapeutic agent for non-motor symptoms associated with parkinson's disease |
| US10899770B2 (en) | 2017-02-20 | 2021-01-26 | Hangzhou Solipharma Co., Ltd. | Crystal form of ACP-196 salt and preparation method, pharmaceutical composition, and use thereof |
| MA49014A (fr) * | 2017-03-21 | 2020-02-05 | Arbutus Biopharma Corp | Dihydroindène-4-carboxamides substitués, leurs analogues et procédés d'utilisation correspondant |
| TWI754772B (zh) | 2017-09-06 | 2022-02-11 | 美商美國禮來大藥廠 | 用於治療偏頭痛之拉米迪坦(lasmiditan)與cgrp拮抗劑之組合療法 |
| CN110386918B (zh) * | 2018-04-23 | 2020-06-09 | 新发药业有限公司 | 一种5-ht1f激动剂化合物的制备方法 |
| JP7405834B2 (ja) * | 2018-08-24 | 2023-12-26 | サンシャイン・レイク・ファーマ・カンパニー・リミテッド | ピリジニルメチレンピペリジン誘導体及びその使用 |
| TWI826514B (zh) * | 2018-09-04 | 2023-12-21 | 美商美國禮來大藥廠 | 用於預防偏頭痛之拉米迪坦(lasmiditan)長期夜間投藥 |
| WO2020095171A1 (en) * | 2018-11-05 | 2020-05-14 | Glenmark Life Sciences Limited, Glenmark Pharmaceuticals Limited | Process for preparation of lasmiditan |
| ES2801774B2 (es) | 2019-07-01 | 2022-03-30 | Moehs Iberica Sl | 2,2-dimetil-n-[6-(1-metil-piperidin-4-carbonil)-piridin-2-il]-propionamida, procedimiento para la preparacion de (6-amino-piridin-2-il)-(1-metil-piperidin-4-il)-metanona usando dicho compuesto y uso de dicho compuesto en la preparacion de lasmiditan |
| AR119319A1 (es) * | 2019-07-09 | 2021-12-09 | Lilly Co Eli | Procesos e intermediario para la preparación a gran escala de hemisuccinato de 2,4,6-trifluoro-n-[6-(1-metil-piperidina-4-carbonil)-piridin-2-il]-benzamida y preparación de acetato de 2,4,6-trifluoro-n-[6-(1-metil-piperidina-4-carbonil)-piridin-2-il]-benzamida |
| CN110981854B (zh) * | 2019-09-10 | 2023-03-28 | 南京三元阳普医药科技有限公司 | 2-氨基-6-(1-烷基哌啶-4-羰基)吡啶类化合物的合成方法 |
| CN111187251B (zh) * | 2019-11-22 | 2023-06-09 | 广东东阳光药业有限公司 | 吡啶酰基哌啶衍生物及其用途 |
| CN110845402B (zh) * | 2019-11-22 | 2023-05-09 | 广东东阳光药业有限公司 | 吡啶亚甲基哌嗪衍生物及其用途 |
| CN114728929A (zh) * | 2019-11-22 | 2022-07-08 | 广东东阳光药业有限公司 | 吡啶亚甲基哌啶衍生物及其用途 |
| CN111187252B (zh) * | 2019-11-22 | 2023-06-09 | 广东东阳光药业有限公司 | 吡啶酰基氮杂螺庚烷衍生物及其用途 |
| IT201900023937A1 (it) | 2019-12-13 | 2021-06-13 | Olon Spa | Procedimento per la preparazione di Lasmiditan e di un intermedio di sintesi |
| CN113045540B (zh) * | 2019-12-27 | 2024-02-13 | 上海天慈国际药业有限公司 | 一种拉司米地坦的制备方法 |
| WO2021152462A1 (en) | 2020-01-31 | 2021-08-05 | Glenmark Life Sciences Limited | Process for preparation of lasmiditan |
| CN113637003B (zh) * | 2020-05-11 | 2024-03-19 | 鲁南制药集团股份有限公司 | 一种制备2-氨基-6-（哌啶-4-酰基）吡啶衍生物的方法 |
| CN111943930B (zh) * | 2020-08-25 | 2022-11-01 | 南京三元阳普医药科技有限公司 | Lasmiditan的合成工艺 |
| WO2022079591A1 (en) * | 2020-10-14 | 2022-04-21 | Alembic Pharmaceuticals Limited | Pharmaceutical composition of lasmiditan and process of preparation thereof |
| CN114573555A (zh) * | 2020-11-30 | 2022-06-03 | 上海天慈国际药业有限公司 | 一种用于治疗偏头痛的化合物的制备方法 |
| CN114685439B (zh) * | 2020-12-30 | 2025-07-22 | 鲁南制药集团股份有限公司 | 一种拉司米地坦的制备方法 |
| BR112023022680A2 (pt) | 2021-05-07 | 2024-01-23 | Lilly Co Eli | Composições com sabor mascarado de hemissuccinato de 2,4,6-trifluoro-n-[6-(1-metil-piperidin-4-carbonil)-piridin-2-il]-benzamida, comprimido desintegrante oralmente compreendendo o mesmo, seus usos, e processo para fabricação de comprimido |
| CN115594665A (zh) * | 2021-07-08 | 2023-01-13 | 北京万全德众医药生物技术有限公司（Cn） | 拉司米地坦的新制备方法 |
| IT202100023861A1 (it) | 2021-09-16 | 2023-03-16 | Procos Spa | Processo per la preparazione di (6-alopiridin-2-il)(1-metilpiperidin-4-il)metanone |
| CN113866318B (zh) * | 2021-10-21 | 2023-07-04 | 佛山奕安赛医药科技有限公司 | 一种(6-氨基吡啶-2-基)(1-甲基哌啶-4-基)甲酮双盐酸盐的检测方法 |
| CN116239569B (zh) * | 2021-12-07 | 2025-11-21 | 山东新时代药业有限公司 | 一种半琥珀酸拉司米地坦晶型及其制备方法 |
| CN116239570B (zh) * | 2021-12-08 | 2025-11-25 | 山东新时代药业有限公司 | 一种半琥珀酸拉司米地坦新晶型 |
| WO2023152081A1 (en) | 2022-02-09 | 2023-08-17 | Inke, S.A. | Process for preparing pyridinoylpiperidines 5-ht1f agonists and salts thereof |
| WO2025240390A1 (en) * | 2024-05-13 | 2025-11-20 | Arizona Board Of Regents On Behalf Of The University Of Arizona | Mary1 and derivatives thereof for the treatment of mitochondrial dysfunction, vascular injury, kidney diseases, and organ aging |
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-
2003
- 2003-03-21 TW TW092106334A patent/TWI263497B/zh not_active IP Right Cessation
- 2003-03-25 PE PE2003000301A patent/PE20030976A1/es active IP Right Grant
- 2003-03-26 AR ARP030101055A patent/AR039150A1/es active IP Right Grant
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- 2003-03-26 EG EG2003030289A patent/EG25226A/xx active
- 2003-03-27 CN CNB038073633A patent/CN100352817C/zh not_active Expired - Lifetime
- 2003-03-27 AU AU2003224719A patent/AU2003224719B2/en not_active Expired
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- 2003-03-27 HR HRP20040883 patent/HRP20040883B1/xx not_active IP Right Cessation
- 2003-03-27 US US10/509,770 patent/US7423050B2/en active Active
- 2003-03-27 MX MXPA04009497A patent/MXPA04009497A/es active IP Right Grant
- 2003-03-27 EA EA200401282A patent/EA007966B1/ru unknown
- 2003-03-27 JP JP2003582146A patent/JP4493345B2/ja not_active Expired - Lifetime
- 2003-03-27 PT PT03721402T patent/PT1492786E/pt unknown
- 2003-03-27 PL PL372845A patent/PL210019B1/pl unknown
- 2003-03-27 AT AT03721402T patent/ATE341543T1/de active
- 2003-03-27 WO PCT/US2003/008455 patent/WO2003084949A1/en not_active Ceased
- 2003-03-27 EP EP03721402A patent/EP1492786B1/en not_active Expired - Lifetime
- 2003-03-27 CA CA2694410A patent/CA2694410C/en not_active Expired - Lifetime
- 2003-03-27 DK DK03721402T patent/DK1492786T3/da active
- 2003-03-27 ES ES03721402T patent/ES2277074T3/es not_active Expired - Lifetime
- 2003-03-27 DE DE60308850T patent/DE60308850T2/de not_active Expired - Lifetime
- 2003-03-27 KR KR1020047015294A patent/KR100985995B1/ko not_active Expired - Lifetime
- 2003-03-27 UA UA20040907833A patent/UA77504C2/uk unknown
- 2003-03-27 NZ NZ534952A patent/NZ534952A/en not_active IP Right Cessation
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2004
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- 2004-10-28 NO NO20044654A patent/NO330394B1/no not_active IP Right Cessation
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2007
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- 2008-08-07 US US12/221,919 patent/US20090209563A1/en not_active Abandoned
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