JP2003535887A5 - - Google Patents
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- Publication number
- JP2003535887A5 JP2003535887A5 JP2002503263A JP2002503263A JP2003535887A5 JP 2003535887 A5 JP2003535887 A5 JP 2003535887A5 JP 2002503263 A JP2002503263 A JP 2002503263A JP 2002503263 A JP2002503263 A JP 2002503263A JP 2003535887 A5 JP2003535887 A5 JP 2003535887A5
- Authority
- JP
- Japan
- Prior art keywords
- lower alkyl
- substituted
- phenyl
- optionally
- halogen
- 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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- 125000000217 alkyl group Chemical group 0.000 description 164
- 125000003545 alkoxy group Chemical group 0.000 description 67
- 229910052736 halogen Inorganic materials 0.000 description 44
- 125000003118 aryl group Chemical group 0.000 description 33
- 150000002367 halogens Chemical class 0.000 description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 26
- 229910052739 hydrogen Inorganic materials 0.000 description 24
- 239000001257 hydrogen Substances 0.000 description 24
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 22
- -1 2,3-dihydro -1H- indolyl Chemical group 0.000 description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 19
- 150000002431 hydrogen Chemical class 0.000 description 18
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 16
- 125000000623 heterocyclic group Chemical group 0.000 description 13
- 125000002757 morpholinyl group Chemical group 0.000 description 11
- 125000003342 alkenyl group Chemical group 0.000 description 10
- 125000005605 benzo group Chemical group 0.000 description 10
- 125000004193 piperazinyl group Chemical group 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 125000003386 piperidinyl group Chemical group 0.000 description 8
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 125000004534 benzothien-2-yl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 6
- 125000000753 cycloalkyl group Chemical group 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 6
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 6
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 5
- KPKNTUUIEVXMOH-UHFFFAOYSA-N 1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1CCOC11CCNCC1 KPKNTUUIEVXMOH-UHFFFAOYSA-N 0.000 description 4
- 102000009346 Adenosine receptors Human genes 0.000 description 4
- 108050000203 Adenosine receptors Proteins 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 description 4
- 201000010099 disease Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000004076 pyridyl group Chemical group 0.000 description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- CEKSPMMCISUSTR-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7-octahydroquinoline Chemical compound C1CCC2CCCNC2=C1 CEKSPMMCISUSTR-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 2
- 230000001548 androgenic effect Effects 0.000 description 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00113219.0 | 2000-06-21 | ||
| EP00113219 | 2000-06-21 | ||
| PCT/EP2001/006506 WO2001097786A2 (en) | 2000-06-21 | 2001-06-08 | Benzothiazole derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003535887A JP2003535887A (ja) | 2003-12-02 |
| JP2003535887A5 true JP2003535887A5 (enExample) | 2006-10-26 |
| JP3886897B2 JP3886897B2 (ja) | 2007-02-28 |
Family
ID=8169041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002503263A Expired - Fee Related JP3886897B2 (ja) | 2000-06-21 | 2001-06-08 | ベンゾチアゾール誘導体 |
Country Status (33)
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2251419C2 (ru) * | 2000-06-21 | 2005-05-10 | Ф. Хоффманн-Ля Рош Аг | Производные бензотиазола |
| US6599901B1 (en) * | 2001-11-19 | 2003-07-29 | Hoffman-La Roche Inc. | Pyridone substituted benzothiazole derivatives |
| US6620811B2 (en) * | 2001-11-19 | 2003-09-16 | Hoffmann-La Roche Inc. | Isonicotin- and nicotinamide derivatives of benzothiazoles |
| MXPA04004982A (es) * | 2001-11-27 | 2004-08-11 | Hoffmann La Roche | Derivados de benzotiazol. |
| US6624163B2 (en) | 2001-11-29 | 2003-09-23 | Hoffman-La Roche Inc. | Benzothiazole derivatives |
| US6727247B2 (en) * | 2001-12-10 | 2004-04-27 | Hoffman-La Roche Inc. | Substituted benzothiazole amide derivatives |
| US6734179B2 (en) | 2001-12-12 | 2004-05-11 | Hoffmann-La Roche Inc. | Benzothiazoles |
| EP1456196B1 (en) * | 2001-12-12 | 2009-01-07 | F. Hoffmann-La Roche Ag | Benzothiophenes as adenosine receptor modulators |
| US6713499B2 (en) * | 2001-12-12 | 2004-03-30 | Hoffman-La Roche Inc. | 7-Amino-benzothiazole derivatives |
| ES2716404T3 (es) | 2002-01-28 | 2019-06-12 | Kyowa Hakko Kogyo Kk | Antagonistas de receptores A2A para su uso en el tratamiento de trastornos del movimiento |
| DK1522314T3 (da) | 2002-06-26 | 2014-05-26 | Ono Pharmaceutical Co | Midler for sygdomme forårsaget af vaskulær sammentrækning eller udvidelse |
| US6958420B2 (en) * | 2002-07-19 | 2005-10-25 | Board Of Trustees Of Michigan State University | Synthesis of aminoarylboronic esters and substituted anilines from arenes via catalytic C-H activation/borylation/amination and uses thereof |
| US7338956B2 (en) | 2002-08-07 | 2008-03-04 | Sanofi-Aventis Deutschland Gmbh | Acylamino-substituted heteroaromatic compounds and their use as pharmaceuticals |
| CN1738797A (zh) | 2002-11-19 | 2006-02-22 | 阿基里昂药品公司 | 取代的芳基硫脲和相关的化合物,病毒复制的抑制剂 |
| AR056615A1 (es) * | 2002-12-27 | 2007-10-17 | Kyowa Hakko Kogyo Kk | Un metodo de tratamiento de trastornos de la conducta |
| US7087761B2 (en) | 2003-01-07 | 2006-08-08 | Hoffmann-La Roche Inc. | Cyclization process for substituted benzothiazole derivatives |
| CN100406446C (zh) | 2003-01-13 | 2008-07-30 | 弗·哈夫曼-拉罗切有限公司 | 苯并唑衍生物及其作为腺苷受体配体的用途 |
| US6872833B2 (en) | 2003-04-14 | 2005-03-29 | Hoffmann-La Roche Inc. | Adenosine receptor ligands |
| WO2004101558A1 (en) * | 2003-05-13 | 2004-11-25 | F. Hoffmann-La Roche Ag | 2-imidazo-benzothiazoles as adenosine receptor ligands |
| ATE389652T1 (de) | 2003-05-19 | 2008-04-15 | Hoffmann La Roche | Benzothiazol-derivate als liganden des adenosinrezeptors |
| EP1628662B1 (en) * | 2003-05-21 | 2007-02-14 | F. Hoffmann-La Roche Ag | Benzothiazole derivatives and use thereof in the treatment of diseases related to the adenosine a2a receptor |
| RU2348629C2 (ru) * | 2003-05-30 | 2009-03-10 | Ф.Хоффманн-Ля Рош Аг | Производные бензотиазола и их применение при лечении заболеваний, связанных с аденозиновыми a2a-рецепторами |
| BRPI0411699A (pt) * | 2003-06-20 | 2006-08-29 | Hoffmannn La Roche Ag F | compostos para uso como substáncia terapeuticamente ativa; método para o tratamento e/ou profilaxia de doenças que estão associadas à modulação de receptores cb1 e uso destes compostos |
| BRPI0412502A (pt) * | 2003-07-10 | 2006-09-19 | Achillion Pharmaceuticals Inc | derivados de ariltiouréia substituìda úteis como inibidores de replicação viral |
| ES2327684T3 (es) | 2003-07-24 | 2009-11-02 | Euro-Celtique S.A. | Compuestos heteroaril-tetrahidropiridilo utiles para el tratamiento o la prevencion del dolor. |
| EP1659881B1 (en) | 2003-08-06 | 2019-04-03 | Senomyx Inc. | Novel flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof |
| WO2005028484A1 (en) | 2003-09-19 | 2005-03-31 | F. Hoffmann-La Roche Ag | Thiazolopyridine derivatives as adenosine receptor ligands |
| TW200600492A (en) * | 2004-05-18 | 2006-01-01 | Achillion Pharmaceuticals Inc | Substituted aryl acylthioureas and related compounds; inhibitors of viral replication |
| AU2005247567B2 (en) * | 2004-05-24 | 2010-09-02 | F. Hoffmann-La Roche Ag | 4-hydroxy-4-methyl-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide |
| KR100834179B1 (ko) * | 2004-05-24 | 2008-05-30 | 에프. 호프만-라 로슈 아게 | 4-하이드록시-4-메틸-피페리딘-1-카복실산(4-메톡시-7-모폴린-4-일-벤조티아졸-2-일)-아마이드 |
| AU2005263500B2 (en) | 2004-07-22 | 2011-02-24 | F. Hoffmann-La Roche Ag | Benzothiazole derivatives |
| RU2381227C2 (ru) * | 2004-07-22 | 2010-02-10 | Ф. Хоффманн-Ля Рош Аг | Замещенные бензотиазолы |
| SE0401970D0 (sv) * | 2004-08-02 | 2004-08-02 | Astrazeneca Ab | Novel compounds |
| EP1812392B1 (en) | 2004-11-05 | 2008-07-09 | F.Hoffmann-La Roche Ag | Process for preparation of isonicotinic acid derivatives |
| PT1863818E (pt) | 2005-03-23 | 2010-04-09 | Hoffmann La Roche | Derivados de acetilenil-pirazolo-pirimidina como antagonistas de mglur2 |
| TWI370820B (en) | 2005-04-27 | 2012-08-21 | Takeda Pharmaceutical | Fused heterocyclic compounds |
| ATE463495T1 (de) | 2005-09-27 | 2010-04-15 | Hoffmann La Roche | Oxadiazolylpyrazolopyrimidine als mglur2- antagonisten |
| ES2273599B1 (es) | 2005-10-14 | 2008-06-01 | Universidad De Barcelona | Compuestos para el tratamiento de la fibrilacion auricular. |
| EP1991528A2 (en) * | 2006-01-18 | 2008-11-19 | Siena Biotech S.p.A. | Modulators of alpha7 nicotinic acetylcholine receptors and therapeutic uses thereof |
| DK3235811T3 (en) | 2006-04-21 | 2018-11-12 | Senomyx Inc | PROCEDURE FOR THE PREPARATION OF OXALAMIDS |
| US7429589B2 (en) | 2006-04-27 | 2008-09-30 | Hoffmann-La Roche Inc. | Mono-nitration of aromatic compounds via nitrate salts |
| KR101077295B1 (ko) * | 2006-05-18 | 2011-10-26 | 에프. 호프만-라 로슈 아게 | 아데노신 ａ2ｂ 수용체 길항물질로서의 티아졸로-피라미딘/피리딘 우레아 유도체 |
| US8481544B2 (en) | 2006-06-22 | 2013-07-09 | Biota Europe Limited | Antibacterial compositions |
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| JP5606075B2 (ja) * | 2007-02-14 | 2014-10-15 | ビーエーエスエフ ソシエタス・ヨーロピア | エレクトロルミネッセンス金属錯体 |
| EP2142529B1 (en) * | 2007-04-27 | 2013-12-25 | Purdue Pharma LP | Trpv1 antagonists and uses thereof |
| MX2010000938A (es) * | 2007-07-23 | 2010-07-01 | Synosia Therapeutics Inc | Uso de (4-metoxi-7-morfolin-4-il-benzotiazol-2-il)-amida del ácido 4-hidroxi-4-metil-piperidin-1-carboxílico para el tratamiento del trastorno por estrés postraumático. |
| US7913765B2 (en) * | 2007-10-19 | 2011-03-29 | Baker Hughes Incorporated | Water absorbing or dissolving materials used as an in-flow control device and method of use |
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| JO3101B1 (ar) | 2008-12-02 | 2017-09-20 | Takeda Pharmaceuticals Co | مشتقات بنزوثيازول كعوامل مضادة للسرطان |
| KR101064258B1 (ko) * | 2008-12-29 | 2011-09-14 | 한국과학기술연구원 | 벤조아릴우레이도 화합물, 및 이를 함유하는 퇴행성 뇌질환예방 또는 치료용 조성물 |
| US8168785B2 (en) | 2009-06-17 | 2012-05-01 | Biotie Therapies, Inc. | Benzothiazole derivatives |
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| WO2019025099A1 (en) * | 2017-08-01 | 2019-02-07 | Merck Patent Gmbh | THIAZOLOPYRIDINE DERIVATIVES AS ADENOSINE RECEPTOR ANTAGONISTS |
| WO2019062803A1 (zh) * | 2017-09-28 | 2019-04-04 | 基石药业 | 作为a2a受体抑制剂的并环类衍生物 |
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| FR2753970B1 (fr) * | 1996-10-01 | 1998-10-30 | Synthelabo | Derives de n-(benzothiazol-2-yl) piperidine-1-ethanamine, leur preparation et leur application en therapeutique |
| JPH11130761A (ja) * | 1997-10-24 | 1999-05-18 | Otsuka Pharmaceut Co Ltd | ベンゾチアゾール誘導体 |
| NZ503491A (en) * | 1997-11-10 | 2002-08-28 | Bristol Myers Squibb Co | 2-substituted amino-1,3-benzothiazole derivatives useful as protein tyrosine kinase inhibitors |
| AU1924099A (en) * | 1997-12-18 | 1999-07-05 | Lyonnaise Industrielle Pharmaceutique (Lipha) | Piperazine derivatives useful as hypoglycemic agents |
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| RU2251419C2 (ru) * | 2000-06-21 | 2005-05-10 | Ф. Хоффманн-Ля Рош Аг | Производные бензотиазола |
| US6620811B2 (en) * | 2001-11-19 | 2003-09-16 | Hoffmann-La Roche Inc. | Isonicotin- and nicotinamide derivatives of benzothiazoles |
| US6727247B2 (en) * | 2001-12-10 | 2004-04-27 | Hoffman-La Roche Inc. | Substituted benzothiazole amide derivatives |
-
2001
- 2001-06-08 RU RU2003100518/15A patent/RU2251419C2/ru not_active IP Right Cessation
- 2001-06-08 KR KR10-2005-7002723A patent/KR100526487B1/ko not_active Expired - Fee Related
- 2001-06-08 HU HU0301315A patent/HUP0301315A3/hu unknown
- 2001-06-08 CN CNB018115349A patent/CN1234358C/zh not_active Expired - Fee Related
- 2001-06-08 IL IL15327801A patent/IL153278A0/xx unknown
- 2001-06-08 EP EP01960284A patent/EP1303272B1/en not_active Expired - Lifetime
- 2001-06-08 AT AT01960284T patent/ATE385794T1/de active
- 2001-06-08 CZ CZ2003182A patent/CZ2003182A3/cs unknown
- 2001-06-08 EP EP07003532A patent/EP1797878A3/en not_active Withdrawn
- 2001-06-08 AU AU8181701A patent/AU8181701A/xx active Pending
- 2001-06-08 JP JP2002503263A patent/JP3886897B2/ja not_active Expired - Fee Related
- 2001-06-08 DE DE60132777T patent/DE60132777T2/de not_active Expired - Lifetime
- 2001-06-08 ES ES01960284T patent/ES2299504T3/es not_active Expired - Lifetime
- 2001-06-08 NZ NZ522928A patent/NZ522928A/en unknown
- 2001-06-08 HR HR20020962A patent/HRP20020962A2/xx not_active Application Discontinuation
- 2001-06-08 DK DK01960284T patent/DK1303272T3/da active
- 2001-06-08 BR BR0112395-5A patent/BR0112395A/pt not_active IP Right Cessation
- 2001-06-08 PL PL360697A patent/PL207384B1/pl not_active IP Right Cessation
- 2001-06-08 PT PT01960284T patent/PT1303272E/pt unknown
- 2001-06-08 SI SI200130813T patent/SI1303272T1/sl unknown
- 2001-06-08 AU AU2001281817A patent/AU2001281817B2/en not_active Ceased
- 2001-06-08 MX MXPA02012596A patent/MXPA02012596A/es active IP Right Grant
- 2001-06-08 YU YU96502A patent/YU96502A/sh unknown
- 2001-06-08 KR KR1020027017432A patent/KR100571161B1/ko not_active Expired - Fee Related
- 2001-06-08 CA CA2413086A patent/CA2413086C/en not_active Expired - Fee Related
- 2001-06-08 WO PCT/EP2001/006506 patent/WO2001097786A2/en not_active Ceased
- 2001-06-14 JO JO200194A patent/JO2503B1/en active
- 2001-06-14 US US09/881,252 patent/US6521754B2/en not_active Expired - Fee Related
- 2001-06-18 PE PE2001000587A patent/PE20020104A1/es not_active Application Discontinuation
- 2001-06-19 MY MYPI20012891A patent/MY138352A/en unknown
- 2001-06-19 AR ARP010102899A patent/AR031244A1/es unknown
- 2001-06-20 UY UY26782A patent/UY26782A1/es not_active Application Discontinuation
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2002
- 2002-11-29 ZA ZA200209730A patent/ZA200209730B/en unknown
- 2002-12-04 IL IL153278A patent/IL153278A/en not_active IP Right Cessation
- 2002-12-05 US US10/310,508 patent/US6835732B2/en not_active Expired - Fee Related
- 2002-12-12 NO NO20025978A patent/NO324635B1/no not_active IP Right Cessation
- 2002-12-18 US US10/322,272 patent/US6963000B2/en not_active Expired - Fee Related
- 2002-12-20 EC EC2002004399A patent/ECSP024399A/es unknown
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2004
- 2004-08-30 US US10/930,361 patent/US20050026906A1/en not_active Abandoned
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2005
- 2005-09-02 US US11/219,577 patent/US7317007B2/en not_active Expired - Lifetime
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2007
- 2007-07-06 NO NO20073465A patent/NO20073465L/no not_active Application Discontinuation
- 2007-10-31 US US11/930,717 patent/US20080125419A1/en not_active Abandoned
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2008
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2009
- 2009-12-01 US US12/628,243 patent/US20100075959A1/en not_active Abandoned
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