JP2012522805A5 - - Google Patents
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- Publication number
- JP2012522805A5 JP2012522805A5 JP2012503747A JP2012503747A JP2012522805A5 JP 2012522805 A5 JP2012522805 A5 JP 2012522805A5 JP 2012503747 A JP2012503747 A JP 2012503747A JP 2012503747 A JP2012503747 A JP 2012503747A JP 2012522805 A5 JP2012522805 A5 JP 2012522805A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- composition according
- benzamide
- trifluoro
- pyridin
- 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
- 239000008194 pharmaceutical composition Substances 0.000 claims description 33
- 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 description 22
- 150000003839 salts Chemical class 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 16
- 208000019695 Migraine disease Diseases 0.000 claims description 11
- 206010027599 migraine Diseases 0.000 claims description 11
- 238000001990 intravenous administration Methods 0.000 claims description 7
- 238000002347 injection Methods 0.000 claims description 5
- 239000007924 injection Substances 0.000 claims description 5
- 238000007920 subcutaneous administration Methods 0.000 claims description 4
- 238000007918 intramuscular administration Methods 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 9
- -1 1- methyl - piperidin-4-ylcarbonyl Chemical group 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 24
- 206010015866 Extravasation Diseases 0.000 description 16
- 230000036251 extravasation Effects 0.000 description 16
- 102000004506 Blood Proteins Human genes 0.000 description 12
- 108010017384 Blood Proteins Proteins 0.000 description 12
- 241001269524 Dura Species 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 210000001951 dura mater Anatomy 0.000 description 6
- 210000000427 trigeminal ganglion Anatomy 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 239000000556 agonist Substances 0.000 description 4
- 230000000638 stimulation Effects 0.000 description 4
- 241000124008 Mammalia Species 0.000 description 3
- 206010047139 Vasoconstriction Diseases 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- 230000025033 vasoconstriction Effects 0.000 description 3
- 239000005526 vasoconstrictor agent Substances 0.000 description 3
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 2
- 206010019233 Headaches Diseases 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229940124433 antimigraine drug Drugs 0.000 description 2
- 230000008602 contraction Effects 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 231100000869 headache Toxicity 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- 239000004031 partial agonist Substances 0.000 description 2
- 230000036470 plasma concentration Effects 0.000 description 2
- 239000000018 receptor agonist Substances 0.000 description 2
- 229940044601 receptor agonist Drugs 0.000 description 2
- 210000003752 saphenous vein Anatomy 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- ZISSAWUMDACLOM-UHFFFAOYSA-N triptane Chemical compound CC(C)C(C)(C)C ZISSAWUMDACLOM-UHFFFAOYSA-N 0.000 description 2
- 230000002792 vascular Effects 0.000 description 2
- COXVTLYNGOIATD-HVMBLDELSA-N CC1=C(C=CC(=C1)C1=CC(C)=C(C=C1)\N=N\C1=C(O)C2=C(N)C(=CC(=C2C=C1)S(O)(=O)=O)S(O)(=O)=O)\N=N\C1=CC=C2C(=CC(=C(N)C2=C1O)S(O)(=O)=O)S(O)(=O)=O Chemical compound CC1=C(C=CC(=C1)C1=CC(C)=C(C=C1)\N=N\C1=C(O)C2=C(N)C(=CC(=C2C=C1)S(O)(=O)=O)S(O)(=O)=O)\N=N\C1=CC=C2C(=CC(=C(N)C2=C1O)S(O)(=O)=O)S(O)(=O)=O COXVTLYNGOIATD-HVMBLDELSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 206010027603 Migraine headaches Diseases 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 102000007568 Proto-Oncogene Proteins c-fos Human genes 0.000 description 1
- 108010071563 Proto-Oncogene Proteins c-fos Proteins 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 206010047141 Vasodilatation Diseases 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 230000003044 adaptive effect Effects 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 230000002460 anti-migrenic effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000005178 buccal mucosa Anatomy 0.000 description 1
- 238000013262 cAMP assay Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229960003699 evans blue Drugs 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000003191 femoral vein Anatomy 0.000 description 1
- 238000010579 first pass effect Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 238000002825 functional assay Methods 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 230000003447 ipsilateral effect Effects 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 230000007433 nerve pathway Effects 0.000 description 1
- 230000007230 neural mechanism Effects 0.000 description 1
- YSWVIKAWHDUJFE-UHFFFAOYSA-N piperidin-1-yl(pyridin-2-yl)methanone Chemical compound C=1C=CC=NC=1C(=O)N1CCCCC1 YSWVIKAWHDUJFE-UHFFFAOYSA-N 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000003346 radioligand binding method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000003901 trigeminal nerve Anatomy 0.000 description 1
- 210000000836 trigeminal nuclei Anatomy 0.000 description 1
- 230000003639 vasoconstrictive effect Effects 0.000 description 1
- 230000024883 vasodilation Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16609709P | 2009-04-02 | 2009-04-02 | |
| US61/166,097 | 2009-04-02 | ||
| PCT/US2010/029810 WO2010115125A2 (en) | 2009-04-02 | 2010-04-02 | Composition of 2,4,6-trifluoro-n-[6-(1-methyl-piperidin-4-carbonyl)-pyridin-2-yl]-benzamide |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014214205A Division JP2015013903A (ja) | 2009-04-02 | 2014-10-21 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012522805A JP2012522805A (ja) | 2012-09-27 |
| JP2012522805A5 true JP2012522805A5 (https=) | 2013-05-23 |
| JP5727457B2 JP5727457B2 (ja) | 2015-06-03 |
Family
ID=42826711
Family Applications (9)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012503747A Active JP5727457B2 (ja) | 2009-04-02 | 2010-04-02 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2014214205A Withdrawn JP2015013903A (ja) | 2009-04-02 | 2014-10-21 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2016144048A Withdrawn JP2016188241A (ja) | 2009-04-02 | 2016-07-22 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2018036494A Pending JP2018087247A (ja) | 2009-04-02 | 2018-03-01 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2019103591A Active JP6887462B2 (ja) | 2009-04-02 | 2019-06-03 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2021084001A Active JP7110446B2 (ja) | 2009-04-02 | 2021-05-18 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2022115213A Active JP7335397B2 (ja) | 2009-04-02 | 2022-07-20 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2023132864A Active JP7566996B2 (ja) | 2009-04-02 | 2023-08-17 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2024173307A Pending JP2025020117A (ja) | 2009-04-02 | 2024-10-02 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
Family Applications After (8)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014214205A Withdrawn JP2015013903A (ja) | 2009-04-02 | 2014-10-21 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2016144048A Withdrawn JP2016188241A (ja) | 2009-04-02 | 2016-07-22 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2018036494A Pending JP2018087247A (ja) | 2009-04-02 | 2018-03-01 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2019103591A Active JP6887462B2 (ja) | 2009-04-02 | 2019-06-03 | ２，４，６−トリフルオロ−ｎ−［６−（１−メチル−ピペリジン−４−カルボニル）−ピリジン−２−イル］−ベンズアミドの組成物 |
| JP2021084001A Active JP7110446B2 (ja) | 2009-04-02 | 2021-05-18 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2022115213A Active JP7335397B2 (ja) | 2009-04-02 | 2022-07-20 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2023132864A Active JP7566996B2 (ja) | 2009-04-02 | 2023-08-17 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
| JP2024173307A Pending JP2025020117A (ja) | 2009-04-02 | 2024-10-02 | ２，４，６－トリフルオロ－ｎ－［６－（１－メチル－ピペリジン－４－カルボニル）－ピリジン－２－イル］－ベンズアミドの組成物 |
Country Status (26)
| Country | Link |
|---|---|
| US (3) | US20100256187A1 (https=) |
| EP (1) | EP2413933B2 (https=) |
| JP (9) | JP5727457B2 (https=) |
| KR (1) | KR101697801B1 (https=) |
| CN (2) | CN102753171A (https=) |
| AU (1) | AU2010232497B2 (https=) |
| CA (1) | CA2757019C (https=) |
| CY (2) | CY1119785T1 (https=) |
| DK (1) | DK2413933T4 (https=) |
| ES (1) | ES2655881T5 (https=) |
| FI (1) | FIC20230001I1 (https=) |
| FR (1) | FR23C1002I2 (https=) |
| HK (1) | HK1243923A1 (https=) |
| HR (1) | HRP20171742T4 (https=) |
| HU (2) | HUE037261T2 (https=) |
| IL (1) | IL215483A (https=) |
| LT (2) | LT2413933T (https=) |
| LU (1) | LUC00295I2 (https=) |
| MX (1) | MX2011010359A (https=) |
| NL (1) | NL301214I2 (https=) |
| NO (2) | NO2413933T3 (https=) |
| NZ (1) | NZ596161A (https=) |
| PL (1) | PL2413933T5 (https=) |
| PT (1) | PT2413933T (https=) |
| SI (1) | SI2413933T2 (https=) |
| WO (1) | WO2010115125A2 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI263497B (en) | 2002-03-29 | 2006-10-11 | Lilly Co Eli | Pyridinoylpiperidines as 5-HT1F agonists |
| US9943401B2 (en) | 2008-04-04 | 2018-04-17 | Eugene de Juan, Jr. | Therapeutic device for pain management and vision |
| CN102753171A (zh) * | 2009-04-02 | 2012-10-24 | 科鲁西德制药公司 | 2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲酰胺的组合物 |
| US8697876B2 (en) | 2010-04-02 | 2014-04-15 | Colucid Pharmaceuticals, Inc. | Compositions and methods of synthesis of pyridinolypiperidine 5-HT1F agonists |
| US12044905B2 (en) | 2011-04-28 | 2024-07-23 | Journey1 Inc | Contact lenses for refractive correction |
| JP6310072B2 (ja) | 2013-06-26 | 2018-04-11 | ネクシスビジョン， インコーポレイテッド | 屈折矯正のためのコンタクトレンズ |
| KR20230008257A (ko) * | 2016-12-06 | 2023-01-13 | 코루시드 파마슈티컬즈 인코포레이티드 | 피리디노일피페리딘 5-ht1f 작용제에 관한 조성물 및 방법 |
| 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 |
| TWI829107B (zh) | 2019-07-09 | 2024-01-11 | 美商美國禮來大藥廠 | 大規模製備2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺半琥珀酸鹽的方法及中間體，以及2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺醋酸鹽之製備 |
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| US5023252A (en) * | 1985-12-04 | 1991-06-11 | Conrex Pharmaceutical Corporation | Transdermal and trans-membrane delivery of drugs |
| US5011472A (en) | 1988-09-06 | 1991-04-30 | Brown University Research Foundation | Implantable delivery system for biological factors |
| JPH03255426A (ja) | 1990-03-06 | 1991-11-14 | Toshiba Corp | 有機非線形光学材料 |
| US5385912A (en) * | 1991-03-08 | 1995-01-31 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Multicyclic tertiary amine polyaromatic squalene synthase inhibitors |
| US5360735A (en) | 1992-01-08 | 1994-11-01 | Synaptic Pharmaceutical Corporation | DNA encoding a human 5-HT1F receptor, vectors, and host cells |
| US5698571A (en) * | 1994-10-05 | 1997-12-16 | Eli Lilly And Company | 5-HT1F mediated inhibition of neurogenic meningeal extravasation: a method for the treatment of migraine |
| US5521196A (en) * | 1994-10-05 | 1996-05-28 | Eli Lilly And Company | 5-HT1F agonists for the treatment of migraine |
| US5521197A (en) * | 1994-12-01 | 1996-05-28 | Eli Lilly And Company | 3-<1-alkylenearyl>-4-<1,2,3,6-tetrahydropyridinyl>-and 3-<1-alkylenearyl>-4-piperidinyl-1h-indoles: new 5-HT1F agonists |
| WO1996029075A1 (en) * | 1995-03-20 | 1996-09-26 | Eli Lilly And Company | 5-substituted-3-(1,2,3,6-tetrahydropyridin-4-yl)- and 3-(piperidin-4-yl)-1h-indoles: new 5-ht1f agonists |
| WO1997013512A1 (en) | 1995-10-10 | 1997-04-17 | Eli Lilly And Company | N-[2-substituted-3-(2-aminoethyl)-1h-indol-5-yl]-amides: new 5-ht1f agonists |
| US5708187A (en) * | 1996-06-27 | 1998-01-13 | Eli Lilly And Company | 6-substituted-1,2,3,4-tetrahydro-9H-carbazoles and 7-substituted-10H-cyclohepta 7,6-B!indoles: New 5-HT1F agonists |
| TR199900430T2 (xx) | 1996-08-28 | 1999-06-21 | Eli Lilly And Company | �kameli 1,2,3,4-tetrahidro-2-dibenzofuranaminler ve 2-aminosiklohepta$b] benzofuranlar. |
| CA2268164A1 (en) | 1996-10-08 | 1998-04-16 | Yao-Chang Xu | New serotonin 5-ht1f agonists |
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| KR20230008257A (ko) | 2016-12-06 | 2023-01-13 | 코루시드 파마슈티컬즈 인코포레이티드 | 피리디노일피페리딘 5-ht1f 작용제에 관한 조성물 및 방법 |
| 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 |
| 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 |
| TWI829107B (zh) | 2019-07-09 | 2024-01-11 | 美商美國禮來大藥廠 | 大規模製備2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺半琥珀酸鹽的方法及中間體，以及2,4,6-三氟-n-[6-(1-甲基-哌啶-4-羰基)-吡啶-2-基]-苯甲醯胺醋酸鹽之製備 |
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