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 |
|---|---|---|---|---|
| CZ2003182A3 (cs) * | 2000-06-21 | 2003-06-18 | F. Hoffmann-La Roche Ag | Deriváty benzothiazolu |
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| US6727247B2 (en) * | 2001-12-10 | 2004-04-27 | Hoffman-La Roche Inc. | Substituted benzothiazole amide derivatives |
| JP4197649B2 (ja) * | 2001-12-12 | 2008-12-17 | エフ．ホフマン−ラ ロシュ アーゲー | アデノシン受容体モジュレーターとしてのベンゾチオフェン |
| US6713499B2 (en) | 2001-12-12 | 2004-03-30 | Hoffman-La Roche Inc. | 7-Amino-benzothiazole derivatives |
| US6734179B2 (en) * | 2001-12-12 | 2004-05-11 | Hoffmann-La Roche Inc. | Benzothiazoles |
| BR0306919A (pt) | 2002-01-28 | 2004-11-09 | Kyowa Hakko Kogyo Kk | Métodos para reduzir ou suprimir a efetividade adversa da terapia de l-dopa e/ou do agonista da dopamina, e para tratamento moderado de l-dopa, composição para tratamento moderado de l-dopa, método para tratar doença de parkinson e/ou complicações motoras de l-dopa, composição para o tratamento da doença de parkinson, e, métodos para prolongar o tratamento eficaz da doença de parkinson, e para tratar os distúrbios de movimento |
| EP2508204B1 (en) * | 2002-06-26 | 2014-09-24 | Ono Pharmaceutical Co., Ltd. | Remedies for diseases caused by vascular contraction or dilation |
| 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 |
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| CN103275058B (zh) | 2003-08-06 | 2016-02-24 | 西诺米克斯公司 | 调味剂、味道调节剂、促味剂、味觉增强剂、鲜味剂或甜味剂和/或增强剂及其用途 |
| MXPA06002943A (es) | 2003-09-19 | 2006-05-31 | Hoffmann La Roche | Derivados de tiazolopiridina como ligandos del receptor de adenosina. |
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| 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 |
| DE602005019408D1 (de) * | 2004-07-22 | 2010-04-01 | Hoffmann La Roche | Benzothiazolderivate |
| CN1989117B (zh) * | 2004-07-22 | 2011-01-19 | 弗·哈夫曼-拉罗切有限公司 | 取代的苯并噻唑 |
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| ATE460417T1 (de) | 2005-03-23 | 2010-03-15 | Hoffmann La Roche | Acetylenylpyrazolopyrimidinderivate als mglur2- antagonsten |
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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 |
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| JPH11130761A (ja) * | 1997-10-24 | 1999-05-18 | Otsuka Pharmaceut Co Ltd | ベンゾチアゾール誘導体 |
| IL135176A0 (en) * | 1997-11-10 | 2001-05-20 | Bristol Myers Squibb Co | Benzothiazole derivatives and pharmaceutical compositions containing the same |
| AU1924099A (en) * | 1997-12-18 | 1999-07-05 | Lyonnaise Industrielle Pharmaceutique (Lipha) | Piperazine derivatives useful as hypoglycemic agents |
| US6239152B1 (en) * | 1998-01-23 | 2001-05-29 | Pharmacia & Upjohn Company | Oxazolidinone combinatorial libraries, compositions and methods of preparation |
| AU6280199A (en) | 1998-09-30 | 2000-04-17 | Neurogen Corporation | 2-piperazino alkylamino benzoazole derivatives: dopamine receptor subtype specific ligands |
| UA71587C2 (uk) * | 1998-11-10 | 2004-12-15 | Шерінг Акцієнгезелльшафт | Аміди антранілової кислоти та їхнє застосування як лікарських засобів |
| DE69907963T2 (de) * | 1998-12-23 | 2004-05-19 | Eli Lilly And Co., Indianapolis | Heteroaromatische amide als inhibitoren von faktor xa |
| IL133680A0 (en) * | 1999-09-10 | 2001-04-30 | Can Fite Technologies Ltd | Pharmaceutical compositions comprising an adenosine receptor agonist or antagonist |
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| CZ2003182A3 (cs) * | 2000-06-21 | 2003-06-18 | F. Hoffmann-La Roche Ag | Deriváty benzothiazolu |
| 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 CZ CZ2003182A patent/CZ2003182A3/cs unknown
- 2001-06-08 CA CA2413086A patent/CA2413086C/en not_active Expired - Fee Related
- 2001-06-08 PL PL360697A patent/PL207384B1/pl not_active IP Right Cessation
- 2001-06-08 NZ NZ522928A patent/NZ522928A/en 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 HU HU0301315A patent/HUP0301315A3/hu unknown
- 2001-06-08 WO PCT/EP2001/006506 patent/WO2001097786A2/en not_active Ceased
- 2001-06-08 BR BR0112395-5A patent/BR0112395A/pt not_active IP Right Cessation
- 2001-06-08 YU YU96502A patent/YU96502A/sh unknown
- 2001-06-08 PT PT01960284T patent/PT1303272E/pt unknown
- 2001-06-08 IL IL15327801A patent/IL153278A0/xx unknown
- 2001-06-08 AU AU2001281817A patent/AU2001281817B2/en not_active Ceased
- 2001-06-08 HR HR20020962A patent/HRP20020962A2/xx not_active Application Discontinuation
- 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 AU AU8181701A patent/AU8181701A/xx active Pending
- 2001-06-08 EP EP07003532A patent/EP1797878A3/en not_active Withdrawn
- 2001-06-08 CN CNB018115349A patent/CN1234358C/zh not_active Expired - Fee Related
- 2001-06-08 SI SI200130813T patent/SI1303272T1/sl unknown
- 2001-06-08 KR KR10-2005-7002723A patent/KR100526487B1/ko not_active Expired - Fee Related
- 2001-06-08 ES ES01960284T patent/ES2299504T3/es not_active Expired - Lifetime
- 2001-06-08 DK DK01960284T patent/DK1303272T3/da active
- 2001-06-08 RU RU2003100518/15A patent/RU2251419C2/ru not_active IP Right Cessation
- 2001-06-08 MX MXPA02012596A patent/MXPA02012596A/es active IP Right Grant
- 2001-06-08 KR KR1020027017432A patent/KR100571161B1/ko not_active Expired - Fee Related
- 2001-06-14 US US09/881,252 patent/US6521754B2/en not_active Expired - Fee Related
- 2001-06-14 JO JO200194A patent/JO2503B1/en active
- 2001-06-18 PE PE2001000587A patent/PE20020104A1/es not_active Application Discontinuation
- 2001-06-19 AR ARP010102899A patent/AR031244A1/es unknown
- 2001-06-19 MY MYPI20012891A patent/MY138352A/en 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
-
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
- 2007-10-31 US US11/930,799 patent/US20080108809A1/en not_active Abandoned
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2008
- 2008-04-18 CY CY20081100435T patent/CY1107401T1/el unknown
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2009
- 2009-12-01 US US12/628,243 patent/US20100075959A1/en not_active Abandoned
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