TWI357903B - Diazabicyclic central nervous system active agents - Google Patents
Diazabicyclic central nervous system active agents Download PDFInfo
- Publication number
- TWI357903B TWI357903B TW097145362A TW97145362A TWI357903B TW I357903 B TWI357903 B TW I357903B TW 097145362 A TW097145362 A TW 097145362A TW 97145362 A TW97145362 A TW 97145362A TW I357903 B TWI357903 B TW I357903B
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- TW
- Taiwan
- Prior art keywords
- etoac
- pyridyl
- cis
- mmol
- formula
- Prior art date
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- 210000003169 central nervous system Anatomy 0.000 title description 13
- 239000013543 active substance Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 313
- -1 6-chloro-3-pyridyl Chemical group 0.000 claims description 167
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 78
- 229910052739 hydrogen Inorganic materials 0.000 claims description 71
- 239000001257 hydrogen Substances 0.000 claims description 70
- 238000011282 treatment Methods 0.000 claims description 56
- 125000000217 alkyl group Chemical group 0.000 claims description 53
- 150000003839 salts Chemical class 0.000 claims description 45
- 239000003814 drug Substances 0.000 claims description 39
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 34
- 125000003545 alkoxy group Chemical group 0.000 claims description 27
- 230000036407 pain Effects 0.000 claims description 26
- 208000002193 Pain Diseases 0.000 claims description 25
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 24
- YETODIXQMRZKEG-UHFFFAOYSA-N 1,2,3,3a,4,5,6,6a-octahydropyrrolo[2,3-c]pyrrole Chemical compound C1NCC2NCCC21 YETODIXQMRZKEG-UHFFFAOYSA-N 0.000 claims description 23
- 229910052736 halogen Chemical group 0.000 claims description 23
- 150000002367 halogens Chemical group 0.000 claims description 21
- 150000002431 hydrogen Chemical group 0.000 claims description 21
- 239000002858 neurotransmitter agent Substances 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 19
- 201000010099 disease Diseases 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 241000124008 Mammalia Species 0.000 claims description 17
- 125000004076 pyridyl group Chemical group 0.000 claims description 16
- 238000012360 testing method Methods 0.000 claims description 16
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- OKKJLVBELUTLKV-MZCSYVLQSA-N Deuterated methanol Chemical compound [2H]OC([2H])([2H])[2H] OKKJLVBELUTLKV-MZCSYVLQSA-N 0.000 description 113
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
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- A—HUMAN NECESSITIES
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- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/08—Antiepileptics; Anticonvulsants
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- A—HUMAN NECESSITIES
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- 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
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- Health & Medical Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
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- Anesthesiology (AREA)
- Hospice & Palliative Care (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
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| US55994300A | 2000-04-27 | 2000-04-27 | |
| US09/833,914 US6809105B2 (en) | 2000-04-27 | 2001-04-12 | Diazabicyclic central nervous system active agents |
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| TW200909432A TW200909432A (en) | 2009-03-01 |
| TWI357903B true TWI357903B (en) | 2012-02-11 |
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| TW100130949A TW201141871A (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
| TW095100404A TWI323733B (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
| TW090110172A TWI311137B (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
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| TW100130949A TW201141871A (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
| TW095100404A TWI323733B (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
| TW090110172A TWI311137B (en) | 2000-04-27 | 2001-05-22 | Diazabicyclic central nervous system active agents |
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| JP (2) | JP4981232B2 (https=) |
| KR (4) | KR100947187B1 (https=) |
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| SK (2) | SK287658B6 (https=) |
| TW (4) | TWI357903B (https=) |
| WO (1) | WO2001081347A2 (https=) |
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| US20050261348A1 (en) * | 2004-05-21 | 2005-11-24 | Buckley Michael J | (1S,5S)-3-(5,6-dichloro-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane is an effective analgesic agent |
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| US7425556B2 (en) * | 2005-12-20 | 2008-09-16 | Astrazeneca Ab | Compounds and uses thereof |
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| EP2129672B1 (en) | 2007-03-23 | 2011-05-18 | Abbott Laboratories | Azaadamantane ester and carbamate derivatives and methods of use thereof |
| CN101809021B (zh) | 2007-09-11 | 2013-04-24 | 雅培制药有限公司 | 八氢-吡咯并[3,4-b]吡咯n-氧化物 |
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| US8703774B2 (en) | 2007-12-07 | 2014-04-22 | AbbVie Deutschland GmbH & Co. KG | Carbamate-substituted oxindole derivatives and use thereof for the treatment of vasopressin-dependent diseases |
| CA2707669C (en) | 2007-12-07 | 2016-07-05 | Wilfried Braje | 5-halogen-substituted oxindole derivatives and use thereof for treating vasopressine-dependent diseases |
| US8703775B2 (en) | 2007-12-07 | 2014-04-22 | AbbVie Deutschland GmbH & Co. KG | Amidomethyl-substituted oxindole derivatives and the use thereof for the treatment of vasopressin-dependent illnesses |
| PL2245028T3 (pl) | 2007-12-18 | 2012-07-31 | Actelion Pharmaceuticals Ltd | Pochodne 5-aminocyklilometyloksazolidyn-2-onu |
| MY157597A (en) | 2008-04-11 | 2016-06-30 | Janssen Pharmaceutica Nv | Thiazolopyridin-2-yloxy-phenyl and thiazolopyrazin-2-yloxy-phenyl amines as modulators of leukotriene a4 hydrolase |
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| US8263632B2 (en) * | 2009-03-24 | 2012-09-11 | Vertex Pharmaceuticals Incoporated | Aminopyridine derivatives having Aurora A selective inhibitory action |
| US8399465B2 (en) | 2009-05-14 | 2013-03-19 | Janssen Pharmaceutica Nv | Compounds with two fused bicyclic heteroaryl moieties as modulators of leukotriene A4 hydrolase |
| EP2435080A2 (en) | 2009-05-29 | 2012-04-04 | Abbott Laboratories | Pharmaceutical compositions for the treatment of pain |
| WO2010151815A2 (en) | 2009-06-25 | 2010-12-29 | Abbott Laboratories | 3,9-diazaspiro[5,5]undecane amides and ureas and methods of use thereof |
| NZ598985A (en) | 2009-09-04 | 2013-07-26 | Biogen Idec Inc | Bruton's tyrosine kinase inhibitors |
| WO2011050202A1 (en) * | 2009-10-23 | 2011-04-28 | Janssen Pharmaceutica Nv | Fused heterocyclic compounds as orexin receptor modulators |
| JP5847087B2 (ja) * | 2009-10-23 | 2016-01-20 | ヤンセン ファーマシューティカ エヌ．ベー． | オレキシン受容体調節因子としての縮合複素環式化合物 |
| ME03452B (me) | 2009-10-23 | 2020-01-20 | Janssen Pharmaceutica Nv | Disupstituisani oktahi-dropirolo[3,4-c]piroli kao modulatori oreksin receptora |
| WO2012145581A1 (en) | 2011-04-20 | 2012-10-26 | Janssen Pharmaceutica Nv | Disubstituted octahy-dropyrrolo [3,4-c] pyrroles as orexin receptor modulators |
| AR091273A1 (es) | 2012-06-08 | 2015-01-21 | Biogen Idec Inc | Inhibidores de pirimidinil tirosina quinasa |
| KR101655787B1 (ko) | 2014-05-08 | 2016-09-22 | 대우조선해양 주식회사 | 선박의 하이브리드 공기조화시스템 및 그 방법, 그리고 이를 포함하는 선박 또는 해양구조물 |
| KR20160021679A (ko) | 2014-08-18 | 2016-02-26 | 대우조선해양 주식회사 | 극저온 환경의 장비용 히팅장치 및 방법 그리고 이를 구비하는 선박 |
| RU2017118562A (ru) | 2014-10-31 | 2018-11-30 | Индивиор ЮКей Лимитед | Соединения-антагонисты дофаминового d3-рецептора |
| MD3426251T2 (ro) | 2016-03-10 | 2022-09-30 | Janssen Pharmaceutica Nv | Metode de tratament al depresiei utilizând antagoniști ai receptorului orexină-2 |
| JP7214632B2 (ja) | 2016-07-21 | 2023-01-30 | バイオジェン エムエー インク． | ブルトン型チロシンキナーゼ阻害剤のコハク酸塩形態および組成物 |
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| CN112010859B (zh) * | 2019-05-30 | 2022-07-19 | 中国科学院上海药物研究所 | 一种并环化合物、其制备方法和用途 |
| PH12022550295A1 (en) | 2019-08-07 | 2022-11-21 | Janssen Pharmaceutica Nv | Improved synthetic methods of making (2h-1,2,3-triazol-2-yl)phenyl compounds as orexin receptor modulators |
| CN112047878B (zh) * | 2020-10-15 | 2022-04-19 | 郑州猫眼农业科技有限公司 | 4-溴-6-氯吡啶-2-羧酸的制备方法 |
| WO2024189472A1 (en) | 2023-03-14 | 2024-09-19 | Janssen Pharmaceutica Nv | Improved synthetic methods of making substituted pyrimidine intermediates for synthesis of orexin receptor modulators |
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| JP2000026408A (ja) | 1998-07-02 | 2000-01-25 | Dai Ichi Seiyaku Co Ltd | 対掌体的に純粋なピロリジン誘導体、その塩、それらの製造方法 |
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| FR2786769B1 (fr) * | 1998-12-04 | 2002-10-25 | Synthelabo | Derives de 2,5-diazabicyclo[2.2.1]heptane, leur preparation et leur application en therapeutique |
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| US6815438B2 (en) * | 1999-12-14 | 2004-11-09 | Neurosearch A/S | Heteroaryl-diazabicycloalkanes |
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- 2001-05-22 TW TW100130949A patent/TW201141871A/zh unknown
- 2001-05-22 TW TW095100404A patent/TWI323733B/zh not_active IP Right Cessation
- 2001-05-22 TW TW090110172A patent/TWI311137B/zh not_active IP Right Cessation
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2002
- 2002-10-24 NO NO20025107A patent/NO324250B1/no not_active IP Right Cessation
- 2002-11-21 BG BG107303A patent/BG66151B1/bg unknown
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2005
- 2005-03-07 MY MYPI20094589A patent/MY168244A/en unknown
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2006
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2009
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2010
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2011
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