JP2014520140A5 - - Google Patents
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- Publication number
- JP2014520140A5 JP2014520140A5 JP2014516459A JP2014516459A JP2014520140A5 JP 2014520140 A5 JP2014520140 A5 JP 2014520140A5 JP 2014516459 A JP2014516459 A JP 2014516459A JP 2014516459 A JP2014516459 A JP 2014516459A JP 2014520140 A5 JP2014520140 A5 JP 2014520140A5
- Authority
- JP
- Japan
- Prior art keywords
- deuterium
- compound
- hydrogen
- compound according
- 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.)
- Granted
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- 0 CC(C)(CN(C1)[C@](C[C@]2c3c(*)c(*)c(*)c(*)c3*)c3c2ccc(Cl)c3)N(C(*)(*)*)C1(*)I Chemical compound CC(C)(CN(C1)[C@](C[C@]2c3c(*)c(*)c(*)c(*)c3*)c3c2ccc(Cl)c3)N(C(*)(*)*)C1(*)I 0.000 description 6
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161498651P | 2011-06-20 | 2011-06-20 | |
| US61/498,651 | 2011-06-20 | ||
| US201161537103P | 2011-09-21 | 2011-09-21 | |
| US61/537,103 | 2011-09-21 | ||
| PCT/IB2012/001386 WO2012176066A1 (en) | 2011-06-20 | 2012-06-19 | Deuterated 1-piperazino-3-phenyl indanes for treatment of schizophrenia |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520140A JP2014520140A (ja) | 2014-08-21 |
| JP2014520140A5 true JP2014520140A5 (https=) | 2014-10-02 |
| JP5668177B2 JP5668177B2 (ja) | 2015-02-12 |
Family
ID=46682855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014516459A Active JP5668177B2 (ja) | 2011-06-20 | 2012-06-19 | 統合失調症の治療のための重水素化１−ピペラジノ−３−フェニルインダン |
Country Status (40)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2720989T3 (en) * | 2011-06-20 | 2016-11-28 | H Lundbeck As | Deuterated 1-piperazino-3-phenyl-indanes used to treat schizophrenia |
| AR094054A1 (es) * | 2012-12-19 | 2015-07-08 | H Lundbeck As | 6-cloro-3-(fenil-d₅)-inden-1-ona y uso de la misma |
| JP7266022B2 (ja) | 2017-09-07 | 2023-04-27 | 大塚製薬株式会社 | ピペリジン誘導体のピペリジン窒素を重水素低級アルキルでモノアルキル化する工業的製造方法 |
| WO2020089147A1 (en) | 2018-10-29 | 2020-05-07 | H. Lundbeck A/S | Amorphous compounds of formula (i) and amorphous compounds of formula (i) salts |
| WO2020114853A1 (en) | 2018-12-03 | 2020-06-11 | H. Lundbeck A/S | Prodrugs of 4-((1r,3s)-6-chloro-3-phenyl-2,3-dihydro-1h-inden-1-yl)-1,2,2-trimethylpiperazine and 4-((1/r,3s)-6-chloro-3-(phenyl-d5)-2,3-dihydro-1h-inden-1-yl)-2,2-dimethy-1-(methyl-d3)piperazine |
| SG11202106692UA (en) * | 2018-12-21 | 2021-07-29 | Concert Pharmaceuticals Inc | Deuterated forms and derivatives of volinanserin |
| ES3040728T3 (en) * | 2019-03-13 | 2025-11-04 | Otsuka Pharma Co Ltd | Method for introducing deuterated lower alkyl into amine moiety of compound containing secondary amine |
| CN117164518A (zh) * | 2022-05-26 | 2023-12-05 | 四川大学 | 一种制备氘代咪唑类化合物的方法 |
Family Cites Families (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE50867B1 (en) * | 1980-02-29 | 1986-08-06 | Kefalas As | Indane derivatives |
| GB8427125D0 (en) | 1984-10-26 | 1984-12-05 | Lundbeck & Co As H | Organic compounds |
| ATE60571T1 (de) | 1984-12-04 | 1991-02-15 | Sandoz Ag | Inden-analoga von mevalonolakton und ihre derivate. |
| DK286990D0 (da) | 1990-12-04 | 1990-12-04 | Lundbeck & Co As H | Indanderivater |
| DK55192D0 (da) * | 1992-04-28 | 1992-04-28 | Lundbeck & Co As H | 1-piperazino-1,2-dihydroindenderivater |
| ES2293638T3 (es) | 1994-03-25 | 2008-03-16 | Isotechnika, Inc. | Mejora de la eficacia de farmacos por deuteracion. |
| US6221335B1 (en) | 1994-03-25 | 2001-04-24 | Isotechnika, Inc. | Method of using deuterated calcium channel blockers |
| WO1999015524A1 (en) | 1997-09-23 | 1999-04-01 | Fujisawa Pharmaceutical Co., Ltd. | Thiazole derivatives |
| US6350786B1 (en) | 1998-09-22 | 2002-02-26 | Hoffmann-La Roche Inc. | Stable complexes of poorly soluble compounds in ionic polymers |
| SE9904850D0 (sv) | 1999-12-30 | 1999-12-30 | Pharmacia & Upjohn Ab | Novel process and intermediates |
| UA81749C2 (uk) | 2001-10-04 | 2008-02-11 | Х. Луннбек А/С | Фенілпіперазинові похідні як інгібітори зворотного захоплення серотоніну |
| PL1658277T3 (pl) | 2003-08-18 | 2012-10-31 | H Lundbeck As | Sól bursztynianowa i malonianowa trans-4-((1R,3S)-6-chloro-3-fenyloindan-1-ylo)-1,2,2-tri-metylopiperazyny i zastosowanie jako lek |
| MEP2408A (xx) * | 2003-08-18 | 2010-02-10 | Lundbeck & Co As H | Trans-1-(6-hloro-3 fenilindan-1-1l)-3,3-dimetilpiperazin |
| RU2366654C2 (ru) | 2004-06-08 | 2009-09-10 | ЭнЭсЭйБи, ФИЛИАЛ АФ НЕУРОСЕРЧ СВИДЕН АБ, СВЕРИЙЕ | Новые дизамещенные фенилпиперидины/пиперазины в качестве модуляторов допаминовой нейротрансмиссии |
| ES2346452T3 (es) | 2004-06-08 | 2010-10-15 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Nuevas fenilpiperidinas/piperazinas disustituidas utilizadas como moduladores de la neurotransmision de la dopamina. |
| WO2006086985A1 (en) | 2005-02-16 | 2006-08-24 | H. Lundbeck A/S | Tartrate and malate salts of trans-1-((1r,3s)-6-chloro-3-phenylindan-1-yl)-3,3-dimethylpiperazine |
| TWI376373B (en) | 2005-02-16 | 2012-11-11 | Lundbeck & Co As H | Crystalline base of a pharmaceutical compound |
| TWI453198B (zh) | 2005-02-16 | 2014-09-21 | Lundbeck & Co As H | 製造反式-1-((1r,3s)-6-氯基-3-苯基茚滿-1-基) -3 , 3 -二甲基六氫吡與其鹽類之方法及製造4-((1r , 3s）-6 -氯基-3-苯基茚滿-1-基 )-1,2,2-三甲基六氫吡與其鹽類之方法 |
| KR101380190B1 (ko) | 2005-07-29 | 2014-04-11 | 콘서트 파마슈티컬즈, 인크. | 벤조 〔ｄ〕〔１,３〕―디옥솔 유도체 |
| US7863274B2 (en) | 2005-07-29 | 2011-01-04 | Concert Pharmaceuticals Inc. | Deuterium enriched analogues of tadalafil as PDE5 inhibitors |
| PT1954669E (pt) | 2005-12-01 | 2015-10-23 | Auspex Pharmaceuticals Inc | Feniletilaminas substituídas com actividade serotoninérgica e/ou norepinefrinérgica |
| JP4986462B2 (ja) | 2006-01-27 | 2012-07-25 | シャープ株式会社 | 太陽電池ストリングおよびその製造方法、ならびに、その太陽電池ストリングを用いる太陽電池モジュール |
| TW200819426A (en) | 2006-08-31 | 2008-05-01 | Lundbeck & Co As H | Novel indane compounds |
| WO2008086158A1 (en) | 2007-01-04 | 2008-07-17 | Smithkline Beecham Corporation | Benzodihydroquinazoline as pi3 kinase inhibitors |
| US8198305B2 (en) | 2007-04-13 | 2012-06-12 | Concert Pharmaceuticals Inc. | 1,2-benzisoxazol-3-yl compounds |
| AU2008242703B2 (en) | 2007-04-19 | 2011-08-18 | Concert Pharmaceuticals Inc. | Deuterated morpholinyl compounds |
| EP1997479A1 (en) | 2007-05-31 | 2008-12-03 | Helm AG | Stabilized amorphous candesartan cilexetil compositions for oral administration |
| EP2116532B1 (en) | 2007-06-12 | 2011-12-07 | Concert Pharmaceuticals, Inc. | Azapeptide derivatives as HIV protease inhibitors |
| US20090062303A1 (en) | 2007-08-29 | 2009-03-05 | Protia, Llc | Deuterium-enriched ziprasidone |
| CN102065861B (zh) | 2008-05-07 | 2013-10-16 | H.隆德贝克有限公司 | 反式-4-((1r，3s)-6-氯-3-苯基茚满-1-基)-1，2，2-三甲基哌嗪用于改善认知的用途 |
| CN102170884A (zh) | 2008-10-03 | 2011-08-31 | H.隆德贝克有限公司 | 口服制剂 |
| JP2012506904A (ja) | 2008-10-28 | 2012-03-22 | エージェンシー フォー サイエンス，テクノロジー アンド リサーチ | 難水溶性成分のためのメソ多孔性材料賦形剤 |
| US20120071554A1 (en) | 2008-10-28 | 2012-03-22 | Liu Julie F | Deuterated 2-propylpentanoic acid compounds |
| US8263601B2 (en) | 2009-02-27 | 2012-09-11 | Concert Pharmaceuticals, Inc. | Deuterium substituted xanthine derivatives |
| TW201102370A (en) | 2009-07-07 | 2011-01-16 | Lundbeck & Co As H | Manufacture of 4-((1R,3S)-6-chloro-3-phenyl-indan-1-yl)-1,2,2-trimethyl-piperazine and 1-((1R,3S)-6-chloro-3-phenyl-indan-1-yl)-3,3-dimethyl piperazine |
| US8557994B2 (en) | 2009-07-27 | 2013-10-15 | Daljit Singh Dhanoa | Deuterium-enriched pyridinonecarboxamides and derivatives |
| US8658236B2 (en) * | 2009-08-21 | 2014-02-25 | Deuteria Beverages, Llc | Alcoholic compositions having a lowered risk of acetaldehydemia |
| KR101149529B1 (ko) | 2009-09-11 | 2012-05-25 | 한국화학연구원 | 인덴온 유도체 및 이를 포함하는 약학적 조성물 |
| CN102020522A (zh) * | 2009-09-21 | 2011-04-20 | 陈松源 | 氘代药物的制备方法和应用 |
| WO2011047315A1 (en) | 2009-10-15 | 2011-04-21 | Concert Pharmaceuticals, Inc. | Subsitituted benzimidazoles |
| WO2011059080A1 (ja) * | 2009-11-16 | 2011-05-19 | 第一三共株式会社 | 同位体置換されたジアミン誘導体 |
| EP2521711B1 (en) | 2010-01-07 | 2017-08-16 | Alkermes Pharma Ireland Limited | Quaternary ammonium salt prodrugs |
| EP2639216B1 (en) | 2010-11-09 | 2018-07-11 | Kaneka Corporation | Halogenated indenones and method for producing optically active indanones or optically active indanols by using same |
| US20130331575A1 (en) | 2011-01-07 | 2013-12-12 | Robert Dancer | Method for resolution of 4-((1R,3S)-6-chloro-3-phenyl-indan-1-yl)-1,2,2-trimethyl-piperazine and 1-((1R,3S)-6-chloro-3-phenyl-indan-1-yl)-3,3-dimethyl-piperazine |
| WO2012137225A1 (en) | 2011-04-08 | 2012-10-11 | Sphaera Pharma Pvt. Ltd | Substituted methylformyl reagents and method of using same to modify physicochemical and/or pharmacokinetic properties of compounds |
| DK2720989T3 (en) * | 2011-06-20 | 2016-11-28 | H Lundbeck As | Deuterated 1-piperazino-3-phenyl-indanes used to treat schizophrenia |
| AU2013326850B2 (en) | 2012-10-04 | 2017-09-21 | Inhibikase Therapeutics, Inc. | Novel compounds, their preparation and their uses |
| AR094054A1 (es) | 2012-12-19 | 2015-07-08 | H Lundbeck As | 6-cloro-3-(fenil-d₅)-inden-1-ona y uso de la misma |
-
2012
- 2012-06-19 DK DK12748046.5T patent/DK2720989T3/en active
- 2012-06-19 JO JOP/2012/0161A patent/JO3128B1/ar active
- 2012-06-19 ME MEP-2016-226A patent/ME02513B/me unknown
- 2012-06-19 RS RS20190429A patent/RS58546B1/sr unknown
- 2012-06-19 PT PT16179882T patent/PT3135656T/pt unknown
- 2012-06-19 MX MX2013014849A patent/MX339552B/es active IP Right Grant
- 2012-06-19 PT PT127480465T patent/PT2720989T/pt unknown
- 2012-06-19 EP EP23150855.7A patent/EP4215512A1/en active Pending
- 2012-06-19 DK DK16179882.2T patent/DK3135656T3/en active
- 2012-06-19 SI SI201230744A patent/SI2720989T1/sl unknown
- 2012-06-19 PE PE2013002857A patent/PE20141113A1/es not_active Application Discontinuation
- 2012-06-19 MD MDA20140004A patent/MD4538C1/ro active IP Right Grant
- 2012-06-19 PL PL16179882T patent/PL3135656T3/pl unknown
- 2012-06-19 LT LTEP12748046.5T patent/LT2720989T/lt unknown
- 2012-06-19 KR KR1020137033717A patent/KR101879474B1/ko active Active
- 2012-06-19 KR KR1020187018343A patent/KR101939546B1/ko active Active
- 2012-06-19 AU AU2012273657A patent/AU2012273657B2/en active Active
- 2012-06-19 EA EA201490045A patent/EA024651B1/ru not_active IP Right Cessation
- 2012-06-19 SM SM20190179T patent/SMT201900179T1/it unknown
- 2012-06-19 PE PE2015000596A patent/PE20150928A1/es active IP Right Grant
- 2012-06-19 HU HUE16179882A patent/HUE044043T2/hu unknown
- 2012-06-19 MY MYPI2021002383A patent/MY196998A/en unknown
- 2012-06-19 ES ES16179882T patent/ES2719145T3/es active Active
- 2012-06-19 GE GEAP201213350A patent/GEP201706655B/en unknown
- 2012-06-19 BR BR112013031702-7A patent/BR112013031702B1/pt not_active IP Right Cessation
- 2012-06-19 EP EP12748046.5A patent/EP2720989B1/en active Active
- 2012-06-19 AR ARP120102179 patent/AR086987A1/es active IP Right Grant
- 2012-06-19 US US13/527,364 patent/US8575174B2/en active Active
- 2012-06-19 JP JP2014516459A patent/JP5668177B2/ja active Active
- 2012-06-19 CA CA2837820A patent/CA2837820C/en active Active
- 2012-06-19 AP AP2013007338A patent/AP3310A/xx active
- 2012-06-19 EP EP16179882.2A patent/EP3135656B1/en active Active
- 2012-06-19 HU HUE12748046A patent/HUE030883T2/en unknown
- 2012-06-19 RS RS20160916A patent/RS55304B1/sr unknown
- 2012-06-19 HR HRP20161348TT patent/HRP20161348T1/hr unknown
- 2012-06-19 ME MEP-2019-93A patent/ME03375B/me unknown
- 2012-06-19 ES ES19151618T patent/ES2939477T3/es active Active
- 2012-06-19 PL PL12748046T patent/PL2720989T3/pl unknown
- 2012-06-19 PH PH1/2013/502598A patent/PH12013502598A1/en unknown
- 2012-06-19 EP EP19151618.6A patent/EP3508468B1/en active Active
- 2012-06-19 CN CN201280029731.8A patent/CN103649019B/zh active Active
- 2012-06-19 SI SI201231582T patent/SI3135656T1/sl unknown
- 2012-06-19 LT LTEP16179882.2T patent/LT3135656T/lt unknown
- 2012-06-19 ES ES12748046.5T patent/ES2601213T3/es active Active
- 2012-06-19 WO PCT/IB2012/001386 patent/WO2012176066A1/en not_active Ceased
- 2012-06-20 TW TW106107563A patent/TWI614234B/zh active
- 2012-06-20 TW TW107113541A patent/TWI659741B/zh active
- 2012-06-20 TW TW101122028A patent/TWI627956B/zh active
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2013
- 2013-06-24 US US13/924,849 patent/US9012453B2/en active Active
- 2013-11-26 IL IL229640A patent/IL229640B/en active IP Right Grant
- 2013-12-09 GT GT201300304A patent/GT201300304A/es unknown
- 2013-12-13 CR CR20130654A patent/CR20130654A/es unknown
- 2013-12-16 DO DO2013000305A patent/DOP2013000305A/es unknown
- 2013-12-19 CL CL2013003646A patent/CL2013003646A1/es unknown
- 2013-12-19 CO CO13296680A patent/CO6821965A2/es active IP Right Grant
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2014
- 2014-01-16 MA MA36688A patent/MA35268B1/fr unknown
- 2014-01-17 EC ECSP14013155 patent/ECSP14013155A/es unknown
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2015
- 2015-03-13 US US14/656,925 patent/US9216961B2/en active Active
- 2015-11-16 US US14/941,800 patent/US9617231B2/en active Active
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2016
- 2016-10-26 SM SM201600383T patent/SMT201600383B/it unknown
- 2016-10-26 CY CY20161101089T patent/CY1118158T1/el unknown
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2017
- 2017-02-17 US US15/435,826 patent/US10118907B2/en active Active
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2018
- 2018-09-28 US US16/146,625 patent/US10501427B2/en active Active
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2019
- 2019-03-27 HR HRP20190593TT patent/HRP20190593T1/hr unknown
- 2019-04-02 CY CY20191100368T patent/CY1121514T1/el unknown
- 2019-11-04 US US16/672,870 patent/US11059798B2/en active Active
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2021
- 2021-06-07 US US17/340,201 patent/US12116355B2/en active Active
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2024
- 2024-09-11 US US18/882,308 patent/US20250250244A1/en active Pending
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