JP2014504632A5 - - Google Patents
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- Publication number
- JP2014504632A5 JP2014504632A5 JP2013552304A JP2013552304A JP2014504632A5 JP 2014504632 A5 JP2014504632 A5 JP 2014504632A5 JP 2013552304 A JP2013552304 A JP 2013552304A JP 2013552304 A JP2013552304 A JP 2013552304A JP 2014504632 A5 JP2014504632 A5 JP 2014504632A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- methyl
- pyrrol
- propionyl
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 35
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 19
- -1 cyano, hydroxy Chemical group 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 15
- 125000000623 heterocyclic group Chemical group 0.000 claims 14
- 150000001408 amides Chemical class 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 10
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000000547 substituted alkyl group Chemical group 0.000 claims 7
- 125000003107 substituted aryl group Chemical group 0.000 claims 7
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- 125000004404 heteroalkyl group Chemical group 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 208000010877 cognitive disease Diseases 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000004043 oxo group Chemical group O=* 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- 208000028698 Cognitive impairment Diseases 0.000 claims 3
- 206010012289 Dementia Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 210000000056 organ Anatomy 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- LTEZKLTYUKOFNO-UHFFFAOYSA-N 1-(4-sulfamoylphenyl)pyrrole-3-carboxylic acid Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C=C(C(O)=O)C=C1 LTEZKLTYUKOFNO-UHFFFAOYSA-N 0.000 claims 2
- QJZJGAGMJJSWRD-UHFFFAOYSA-N 4-[2-methyl-3-propanoyl-5-(1,4,4-trimethyl-2-oxo-3h-quinolin-6-yl)pyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3C(C)(C)CC(=O)N(C)C3=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 QJZJGAGMJJSWRD-UHFFFAOYSA-N 0.000 claims 2
- RHBODKIUOLTNRO-UHFFFAOYSA-N 4-[5-(2,2-dimethyl-3,4-dihydrochromen-6-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3CCC(C)(C)OC3=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 RHBODKIUOLTNRO-UHFFFAOYSA-N 0.000 claims 2
- VHWQGUPMLYQUEM-UHFFFAOYSA-N 4-[5-(4,4-dimethyl-2,3-dihydro-1h-isoquinolin-7-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3C(C(CNC3)(C)C)=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 VHWQGUPMLYQUEM-UHFFFAOYSA-N 0.000 claims 2
- KWJALAVCSKHXSA-UHFFFAOYSA-N 4-[5-(4,4-dimethyl-2,3-dihydro-1h-quinolin-7-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3C(C(CCN3)(C)C)=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 KWJALAVCSKHXSA-UHFFFAOYSA-N 0.000 claims 2
- DFOIZESJWAQQFQ-UHFFFAOYSA-N 4-[5-(4,4-dimethyl-2,3-dihydrochromen-6-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3C(C)(C)CCOC3=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 DFOIZESJWAQQFQ-UHFFFAOYSA-N 0.000 claims 2
- UQUQXVOBIZNVNG-UHFFFAOYSA-N 4-[5-(8-fluoro-4,4-dimethyl-2,3-dihydrochromen-6-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=C3C(C)(C)CCOC3=C(F)C=2)N1C1=CC=C(S(N)(=O)=O)C=C1 UQUQXVOBIZNVNG-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 2
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 206010040070 Septic Shock Diseases 0.000 claims 2
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 2
- 210000004204 blood vessel Anatomy 0.000 claims 2
- 230000019771 cognition Effects 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 208000026278 immune system disease Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 208000024891 symptom Diseases 0.000 claims 2
- ATVATHGNDUETKK-UHFFFAOYSA-N 4-[5-(2,3-dihydro-1h-inden-4-yl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide Chemical compound CC1=C(C(=O)CC)C=C(C=2C=3CCCC=3C=CC=2)N1C1=CC=C(S(N)(=O)=O)C=C1 ATVATHGNDUETKK-UHFFFAOYSA-N 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 208000030507 AIDS Diseases 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 claims 1
- 208000015943 Coeliac disease Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 201000010374 Down Syndrome Diseases 0.000 claims 1
- 201000011240 Frontotemporal dementia Diseases 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 claims 1
- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000000609 Pick Disease of the Brain Diseases 0.000 claims 1
- 208000004550 Postoperative Pain Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010039966 Senile dementia Diseases 0.000 claims 1
- 206010044248 Toxic shock syndrome Diseases 0.000 claims 1
- 231100000650 Toxic shock syndrome Toxicity 0.000 claims 1
- 206010052779 Transplant rejections Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 208000005298 acute pain Diseases 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 208000013677 cerebrovascular dementia Diseases 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 150000001924 cycloalkanes Chemical class 0.000 claims 1
- 201000003146 cystitis Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 210000004558 lewy body Anatomy 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 208000027061 mild cognitive impairment Diseases 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 201000001245 periodontitis Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000002980 postoperative effect Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 201000000306 sarcoidosis Diseases 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 230000036303 septic shock Effects 0.000 claims 1
- 230000005586 smoking cessation Effects 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 230000009529 traumatic brain injury Effects 0.000 claims 1
- 230000029663 wound healing Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN151/KOL/2011 | 2011-02-03 | ||
| IN151KO2011 | 2011-02-03 | ||
| PCT/IB2012/050442 WO2012104782A1 (en) | 2011-02-03 | 2012-01-31 | Pyrrole derivatives used as modulators of alpha7 nachr |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014504632A JP2014504632A (ja) | 2014-02-24 |
| JP2014504632A5 true JP2014504632A5 (enExample) | 2015-02-26 |
| JP5865397B2 JP5865397B2 (ja) | 2016-02-17 |
Family
ID=45787252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013552304A Expired - Fee Related JP5865397B2 (ja) | 2011-02-03 | 2012-01-31 | α７ｎＡＣｈＲのモジュレータとして使用されるピロール誘導体 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20130310419A1 (enExample) |
| EP (1) | EP2670744B1 (enExample) |
| JP (1) | JP5865397B2 (enExample) |
| KR (1) | KR20140041442A (enExample) |
| CN (1) | CN103443092B (enExample) |
| AU (1) | AU2012213086B2 (enExample) |
| BR (1) | BR112013019893A2 (enExample) |
| CA (1) | CA2825519A1 (enExample) |
| MX (1) | MX344701B (enExample) |
| SG (1) | SG192078A1 (enExample) |
| WO (1) | WO2012104782A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20140026378A (ko) | 2011-02-23 | 2014-03-05 | 루핀 리미티드 | 알파 7 ｎａｃｈｒ 조절자로서 헤테로아릴 유도체 |
| SG193387A1 (en) * | 2011-03-31 | 2013-10-30 | Lupin Ltd | Pyrrole derivatives as nicotinic acetylcholine receptor modulators for use in the treatment of neurodegenerative disorders such as alzheimer's and parkinson's disease |
| WO2013132380A1 (en) | 2012-03-06 | 2013-09-12 | Lupin Limited | Thiazole derivatives as alpha 7 nachr modulators |
| EP2945936A1 (en) | 2012-11-12 | 2015-11-25 | Lupin Limited | Thiazole derivatives as alpha 7 nachr modulators |
| US9617211B2 (en) | 2013-01-16 | 2017-04-11 | Lupin Limited | Pyrrole derivatives as alpha 7 nAChR modulators |
| AU2014229300A1 (en) * | 2013-03-13 | 2015-06-11 | Lupin Limited | Pyrrole derivatives as alpha 7 nAChR modulators |
| TW201446243A (zh) | 2013-06-03 | 2014-12-16 | Lupin Ltd | 4-(5-(4-氯苯基)-2-(2-環丙基乙醯基)-1,4-二甲基-1氫-吡咯-3-基)苯磺醯胺作為α7尼古丁乙醯膽鹼受體調節劑 |
| WO2014203150A1 (en) | 2013-06-17 | 2014-12-24 | Lupin Limited | Pyrrole derivatives as alpha 7 nachr modulators |
| GB2516045A (en) * | 2013-07-09 | 2015-01-14 | Neuro Bio Ltd | Neurodegenerative disorders |
| DK3204357T3 (da) * | 2014-10-10 | 2022-04-04 | High Force Res Limited | Fluorescerende, syntetiske retinoider |
| EP3623371A1 (en) | 2014-12-16 | 2020-03-18 | Axovant Sciences GmbH | Geminal substituted quinuclidine amide compounds as agonists of alpha-7 nicotinic acetylcholine receptors |
| CA2988968A1 (en) | 2015-06-10 | 2016-12-15 | Forum Pharmaceuticals, Inc. | Aminobenzisoxazole compounds as agonists of a7-nicotinic acetylcholine receptors |
| JP2018523707A (ja) | 2015-08-12 | 2018-08-23 | アクソバント サイエンシズ ゲーエムベーハー | α７−ニコチン性アセチルコリン受容体のアゴニストとしてのジェミナル置換アミノベンゾイソオキサゾール化合物 |
| WO2017170934A1 (ja) * | 2016-04-01 | 2017-10-05 | 国立大学法人 東京大学 | 新規化合物とその合成方法 |
| HU231414B1 (hu) | 2018-07-13 | 2023-08-28 | Richter Gedeon Nyrt. | Tiadiazin származékok |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4808597A (en) | 1983-07-05 | 1989-02-28 | Pfizer Inc. | Method for inhibiting the degradation of cartilage |
| AU626881B2 (en) | 1988-07-14 | 1992-08-13 | F. Hoffmann-La Roche Ag | Benzofused heterocyclics used as pharmaceuticals |
| US5756529A (en) * | 1995-09-29 | 1998-05-26 | G.D. Searle & Co. | Substituted pyrazolyl benzenesulfonamides for use in veterinary therapies |
| JPH11180871A (ja) * | 1997-09-26 | 1999-07-06 | Sankyo Co Ltd | １，２−ジフェニルピロール誘導体を含有する医薬 |
| US6313107B1 (en) | 2000-08-29 | 2001-11-06 | Allergan Sales, Inc. | Methods of providing and using compounds having activity as inhibitors of cytochrome P450RAI |
| OA13315A (en) | 2003-10-14 | 2007-04-13 | Intermune Inc | Macrocyclic carboxylic acids and acylsulfonamides as inhibitors of HCV replication. |
| WO2005092843A1 (en) | 2004-03-29 | 2005-10-06 | Neurosearch A/S | Novel urea derivatives and their medical use |
| US20060142349A1 (en) | 2004-12-23 | 2006-06-29 | Pfizer Inc | Methods of modulating the activities of alpha-7 nicotinic acetylcholine receptor |
| US7750011B2 (en) | 2005-02-15 | 2010-07-06 | Neurosearch A/S | Diazabicyclic aryl derivatives and their medical use |
| JP2006316054A (ja) * | 2005-04-15 | 2006-11-24 | Tanabe Seiyaku Co Ltd | 高コンダクタンス型カルシウム感受性ｋチャネル開口薬 |
| NZ566036A (en) | 2005-09-13 | 2010-06-25 | Janssen Pharmaceutica Nv | 2-Aniline-4-aryl substituted thiazole derivatives that modulate the alpha7 nicotinic receptor |
| JP2009526814A (ja) | 2006-02-16 | 2009-07-23 | ノイロサーチ アクティーゼルスカブ | 鏡像異性的に純粋なキヌクリジニルオキシピリダジン、及びニコチン性アセチルコリン受容体リガンドとしてのその使用 |
| CN101384549B (zh) * | 2006-02-20 | 2011-04-13 | 安斯泰来制药株式会社 | 吡咯衍生物或其盐 |
| JO3019B1 (ar) | 2006-04-19 | 2016-09-05 | Janssen Pharmaceutica Nv | ثلاثي مستبدل 4،2،1-ثلاثي زولات |
| BRPI0712667A2 (pt) | 2006-06-27 | 2012-09-04 | Abbott Lab | derivados do pirrol e seus métodos de uso |
| WO2008002956A2 (en) | 2006-06-27 | 2008-01-03 | Abbott Laboratories | Thiazoline and oxazoline derivatives and their methods of use |
| JPWO2008156094A1 (ja) | 2007-06-19 | 2010-08-26 | 杏林製薬株式会社 | ピリダジノン誘導体及びそれらを有効成分とするｐｄｅ阻害剤 |
| MX2010001135A (es) | 2007-08-08 | 2010-03-09 | Neurosearch As | Nuevos derivados de 1,2,3-triazol, utiles como modulares de receptores de acetilcolina nicotinicos. |
| KR101186704B1 (ko) | 2007-10-04 | 2012-09-27 | 에프. 호프만-라 로슈 아게 | 테트라졸-치환된 아릴 아마이드 유도체 및 이의 용도 |
| WO2009043784A1 (en) | 2007-10-04 | 2009-04-09 | F. Hoffmann-La Roche Ag | Cyclopropyl aryl amide derivatives and uses thereof |
| JO2784B1 (en) | 2007-10-18 | 2014-03-15 | شركة جانسين فارماسوتيكا ان. في | 5,3,1 - Triazole substitute derivative |
| MY152486A (en) | 2008-03-19 | 2014-10-15 | Janssen Pharmaceutica Nv | Trisubstituted 1,2,4 - triazoles as nicotinic acetylcholine receptor modulators |
| US7786171B2 (en) | 2008-04-04 | 2010-08-31 | Abbott Laboratories | Amide derivatives as positive allosteric modulators and methods of use thereof |
| UY31769A1 (es) | 2008-04-17 | 2009-09-30 | Derivados del indol con actividad modulatoria del receptor nicotínico de acetilcolina | |
| US8779158B2 (en) | 2008-05-09 | 2014-07-15 | Janssen Pharmaceutica Nv | Trisubstituted pyrazoles as acetylcholine receptor modulators |
| WO2010013794A1 (en) | 2008-07-28 | 2010-02-04 | Eisai R&D Management Co., Ltd. | Spiroaminodihydrothiazine derivatives |
| CN102164899B (zh) | 2008-09-25 | 2014-11-26 | 霍夫曼-拉罗奇有限公司 | 用作抗异常脂肪血症及相关疾病的fxr调节剂的取代的吲唑或四氢吲唑类 |
| US8563579B2 (en) | 2009-01-15 | 2013-10-22 | Anvyl Llc | α-7 nicotinic acetylcholine receptor allosteric modulators, their derivatives and uses thereof |
| US20120071469A1 (en) | 2009-05-14 | 2012-03-22 | Neurosearch A/S | Novel 1,4-diaza-bicyclo[3.2.1]octane derivatives useful as nicotinic acetylcholine receptor modulators |
| JO3250B1 (ar) | 2009-09-22 | 2018-09-16 | Novartis Ag | إستعمال منشطات مستقبل نيكوتينيك أسيتيل كولين ألفا 7 |
| JO3078B1 (ar) | 2009-11-27 | 2017-03-15 | Janssen Pharmaceutica Nv | مورفولينوثيازولات بصفتها منظمات الوستيرية نوع الفا 7 موجبة |
-
2012
- 2012-01-31 MX MX2013008947A patent/MX344701B/es active IP Right Grant
- 2012-01-31 AU AU2012213086A patent/AU2012213086B2/en not_active Ceased
- 2012-01-31 WO PCT/IB2012/050442 patent/WO2012104782A1/en not_active Ceased
- 2012-01-31 CA CA2825519A patent/CA2825519A1/en not_active Abandoned
- 2012-01-31 KR KR1020137022397A patent/KR20140041442A/ko not_active Ceased
- 2012-01-31 EP EP12706923.5A patent/EP2670744B1/en not_active Not-in-force
- 2012-01-31 CN CN201280013694.1A patent/CN103443092B/zh not_active Expired - Fee Related
- 2012-01-31 JP JP2013552304A patent/JP5865397B2/ja not_active Expired - Fee Related
- 2012-01-31 SG SG2013055769A patent/SG192078A1/en unknown
- 2012-01-31 BR BR112013019893A patent/BR112013019893A2/pt not_active IP Right Cessation
- 2012-01-31 US US13/983,362 patent/US20130310419A1/en not_active Abandoned
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