JP2004521871A5 - - Google Patents
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- Publication number
- JP2004521871A5 JP2004521871A5 JP2002544432A JP2002544432A JP2004521871A5 JP 2004521871 A5 JP2004521871 A5 JP 2004521871A5 JP 2002544432 A JP2002544432 A JP 2002544432A JP 2002544432 A JP2002544432 A JP 2002544432A JP 2004521871 A5 JP2004521871 A5 JP 2004521871A5
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- alkyl
- optionally substituted
- formula
- alkoxy
- 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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- 150000001875 compounds Chemical class 0.000 claims description 48
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 239000001257 hydrogen Substances 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 150000002431 hydrogen Chemical class 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000000623 heterocyclic group Chemical group 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 150000003839 salts Chemical group 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- -1 cyano, hydroxy Chemical group 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 108010060261 Adenosine A3 Receptor Proteins 0.000 claims description 6
- 102000008161 Adenosine A3 Receptor Human genes 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Chemical group 0.000 claims description 6
- 229910052717 sulfur Chemical group 0.000 claims description 6
- 239000011593 sulfur Chemical group 0.000 claims description 6
- 102000007470 Adenosine A2B Receptor Human genes 0.000 claims description 5
- 108010085273 Adenosine A2B receptor Proteins 0.000 claims description 5
- 239000003085 diluting agent Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 3
- 230000002757 inflammatory effect Effects 0.000 claims description 3
- 230000001404 mediated effect Effects 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 claims description 2
- 230000001387 anti-histamine Effects 0.000 claims description 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 2
- 239000000739 antihistaminic agent Substances 0.000 claims description 2
- 229940124630 bronchodilator Drugs 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 230000000414 obstructive effect Effects 0.000 claims description 2
- 208000023504 respiratory system disease Diseases 0.000 claims description 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000004913 activation Effects 0.000 description 8
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
- 101150078577 Adora2b gene Proteins 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 0 **N(*=*)c([s]c(N(*)*)n1)c1[Al] Chemical compound **N(*=*)c([s]c(N(*)*)n1)c1[Al] 0.000 description 1
- YNGFNKUXMJZNCR-UHFFFAOYSA-N 3-[5-(2-methylimidazol-1-yl)-2-(pyrazin-2-ylamino)-1,3-thiazol-4-yl]benzonitrile Chemical compound CC1=NC=CN1C1=C(C=2C=C(C=CC=2)C#N)N=C(NC=2N=CC=NC=2)S1 YNGFNKUXMJZNCR-UHFFFAOYSA-N 0.000 description 1
- 108010060263 Adenosine A1 Receptor Proteins 0.000 description 1
- 102000030814 Adenosine A1 receptor Human genes 0.000 description 1
- 102000007471 Adenosine A2A receptor Human genes 0.000 description 1
- 108010085277 Adenosine A2A receptor Proteins 0.000 description 1
- 206010027654 Allergic conditions Diseases 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- LDZZHWZCXFPJQO-UHFFFAOYSA-N methanesulfonic acid;3-[5-(2-methylimidazol-1-yl)-2-(pyrazin-2-ylamino)-1,3-thiazol-4-yl]benzonitrile Chemical compound CS(O)(=O)=O.CC1=NC=CN1C1=C(C=2C=C(C=CC=2)C#N)N=C(NC=2N=CC=NC=2)S1 LDZZHWZCXFPJQO-UHFFFAOYSA-N 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0028383.8A GB0028383D0 (en) | 2000-11-21 | 2000-11-21 | Organic compounds |
| PCT/EP2001/013378 WO2002042298A1 (en) | 2000-11-21 | 2001-11-19 | Aminothiazoles and their use as adenosine receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004521871A JP2004521871A (ja) | 2004-07-22 |
| JP2004521871A5 true JP2004521871A5 (enExample) | 2007-06-14 |
| JP3973556B2 JP3973556B2 (ja) | 2007-09-12 |
Family
ID=9903594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002544432A Expired - Fee Related JP3973556B2 (ja) | 2000-11-21 | 2001-11-19 | アデノシン受容体アンタゴニストとしてのアミノチアゾールとその使用 |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US7109202B2 (enExample) |
| EP (1) | EP1339711B1 (enExample) |
| JP (1) | JP3973556B2 (enExample) |
| KR (1) | KR20040007412A (enExample) |
| CN (1) | CN1244580C (enExample) |
| AR (1) | AR035371A1 (enExample) |
| AT (1) | ATE300536T1 (enExample) |
| AU (1) | AU2002237221A1 (enExample) |
| BR (1) | BR0115478A (enExample) |
| CA (1) | CA2429442A1 (enExample) |
| CZ (1) | CZ20031393A3 (enExample) |
| DE (1) | DE60112322T2 (enExample) |
| EC (1) | ECSP034611A (enExample) |
| ES (1) | ES2246346T3 (enExample) |
| GB (1) | GB0028383D0 (enExample) |
| HU (1) | HUP0302079A2 (enExample) |
| IL (1) | IL155712A0 (enExample) |
| MX (1) | MXPA03004439A (enExample) |
| NO (1) | NO20032277L (enExample) |
| NZ (1) | NZ525875A (enExample) |
| PE (1) | PE20020580A1 (enExample) |
| PL (1) | PL361842A1 (enExample) |
| RU (1) | RU2003117476A (enExample) |
| SK (1) | SK6032003A3 (enExample) |
| WO (1) | WO2002042298A1 (enExample) |
| ZA (1) | ZA200303721B (enExample) |
Families Citing this family (121)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020115635A1 (en) * | 2001-02-21 | 2002-08-22 | Pnina Fishman | Modulation of GSK-3beta activity and its different uses |
| AU2002349705A1 (en) * | 2001-12-03 | 2003-06-17 | Japan Tobacco Inc. | Azole compound and medicinal use thereof |
| ES2610611T3 (es) | 2002-01-18 | 2017-04-28 | Astellas Pharma Inc. | Derivado de 2-acilaminotiazol o sal del mismo |
| TW200519106A (en) | 2003-05-02 | 2005-06-16 | Novartis Ag | Organic compounds |
| TW200524887A (en) * | 2003-10-27 | 2005-08-01 | Lundbeck & Co As H | N-thiazol-2-yl-benzamide derivatives |
| BRPI0418082B8 (pt) * | 2003-12-26 | 2021-05-25 | Kyowa Hakko Kirin Co Ltd | derivados de tiazol úteis como antagonistas de receptor de adenosina a2a |
| GB0401334D0 (en) | 2004-01-21 | 2004-02-25 | Novartis Ag | Organic compounds |
| GB0401336D0 (en) * | 2004-01-21 | 2004-02-25 | Novartis Ag | Organic compounds |
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| AR049384A1 (es) * | 2004-05-24 | 2006-07-26 | Glaxo Group Ltd | Derivados de purina |
| GB0417910D0 (en) * | 2004-08-11 | 2004-09-15 | Novartis Ag | Organic compounds |
| AU2005287729A1 (en) | 2004-09-22 | 2006-03-30 | H. Lundbeck A/S | 2-acylaminothiazole derivatives |
| KR20070054669A (ko) * | 2004-09-22 | 2007-05-29 | 하. 룬트벡 아크티에 셀스카브 | 2-아실아미노티아졸 유도체 |
| GT200500281A (es) | 2004-10-22 | 2006-04-24 | Novartis Ag | Compuestos organicos. |
| GB0424284D0 (en) | 2004-11-02 | 2004-12-01 | Novartis Ag | Organic compounds |
| GB0426164D0 (en) | 2004-11-29 | 2004-12-29 | Novartis Ag | Organic compounds |
| GB0507577D0 (en) | 2005-04-14 | 2005-05-18 | Novartis Ag | Organic compounds |
| US7674912B2 (en) | 2005-04-25 | 2010-03-09 | H. Lundbeck A/S | Pro-drugs of N-thiazol-2-yl-benzamide derivatives |
| KR20080019213A (ko) * | 2005-05-09 | 2008-03-03 | 아칠리온 파르마세우티칼스 인코포레이티드 | 티아졸 화합물 및 그 사용방법 |
| GB0510390D0 (en) | 2005-05-20 | 2005-06-29 | Novartis Ag | Organic compounds |
| CA2610884A1 (en) * | 2005-06-09 | 2006-12-21 | Merck & Co., Inc. | Inhibitors of checkpoint kinases |
| US20100280023A1 (en) * | 2005-06-23 | 2010-11-04 | Kyowa Hakko Kogyo Co., Ltd. | Thiazole derivatives |
| GB0514809D0 (en) | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| ES2270715B1 (es) | 2005-07-29 | 2008-04-01 | Laboratorios Almirall S.A. | Nuevos derivados de pirazina. |
| CA2617817C (en) * | 2005-08-02 | 2014-05-27 | Kyowa Kirin Co., Ltd. | Thiazole derivatives for treating or preventing sleep disorders |
| RU2442771C2 (ru) | 2005-08-08 | 2012-02-20 | Арджента Дискавери Лтд | Производные бицикло[2,2,1]гепт-7-иламина и их применения |
| GB0516313D0 (en) | 2005-08-08 | 2005-09-14 | Argenta Discovery Ltd | Azole derivatives and their uses |
| EA015034B1 (ru) * | 2005-09-13 | 2011-04-29 | Янссен Фармацевтика Н.В. | 2-анилин-4-арилзамещенные тиазольные производные |
| ES2274712B1 (es) | 2005-10-06 | 2008-03-01 | Laboratorios Almirall S.A. | Nuevos derivados imidazopiridina. |
| MY144906A (en) | 2005-10-21 | 2011-11-30 | Novartis Ag | Human antibodies against il13 and therapeutic uses |
| EP1971368A4 (en) * | 2005-11-08 | 2009-08-05 | Astellas Pharma Inc | COMPOSITIONS AND METHODS FOR TREATING THROMBOCYTOPENIA |
| GB0526244D0 (en) | 2005-12-22 | 2006-02-01 | Novartis Ag | Organic compounds |
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| EP2007393B1 (en) * | 2006-04-07 | 2013-08-21 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Thiazole and thiophene analogues, and their use in treating autoimmune diseases and cancers |
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| BRPI0915018A2 (pt) | 2008-06-10 | 2015-10-27 | Novartis Ag | compostos orgânicos |
| CN101747327B (zh) * | 2008-12-02 | 2013-03-27 | 中国人民解放军军事医学科学院毒物药物研究所 | 芳酰胺基噻唑类衍生物及其制备方法和用途 |
| HRP20121006T1 (hr) | 2009-01-29 | 2013-01-31 | Novartis Ag | Supstituirani benzimidazoli za lijeäśenje astrocitoma |
| CN102395586A (zh) | 2009-02-17 | 2012-03-28 | 奇斯药制品公司 | 作为p38map激酶抑制剂的三唑并吡啶衍生物 |
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| CA2770873A1 (en) | 2009-08-12 | 2011-02-17 | Novartis Ag | Heterocyclic hydrazone compounds and their uses to treat cancer and inflammation |
| JP2013501811A (ja) * | 2009-08-14 | 2013-01-17 | エーザイ インコーポレーテッド | 血小板産生を刺激するためのｅ５５０１の使用 |
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| CN102964343A (zh) * | 2012-12-10 | 2013-03-13 | 湖南大学 | N-酰基-4-叔丁基-5-（1,2,4-三唑-1-基）噻唑-2-胺及其制备方法与应用 |
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-
2000
- 2000-11-21 GB GBGB0028383.8A patent/GB0028383D0/en not_active Ceased
-
2001
- 2001-11-19 US US10/432,302 patent/US7109202B2/en not_active Expired - Fee Related
- 2001-11-19 SK SK603-2003A patent/SK6032003A3/sk unknown
- 2001-11-19 ES ES01986395T patent/ES2246346T3/es not_active Expired - Lifetime
- 2001-11-19 KR KR10-2003-7006156A patent/KR20040007412A/ko not_active Ceased
- 2001-11-19 EP EP01986395A patent/EP1339711B1/en not_active Expired - Lifetime
- 2001-11-19 PL PL01361842A patent/PL361842A1/xx not_active Application Discontinuation
- 2001-11-19 MX MXPA03004439A patent/MXPA03004439A/es unknown
- 2001-11-19 HU HU0302079A patent/HUP0302079A2/hu unknown
- 2001-11-19 WO PCT/EP2001/013378 patent/WO2002042298A1/en not_active Ceased
- 2001-11-19 AU AU2002237221A patent/AU2002237221A1/en not_active Abandoned
- 2001-11-19 DE DE60112322T patent/DE60112322T2/de not_active Expired - Lifetime
- 2001-11-19 CA CA002429442A patent/CA2429442A1/en not_active Abandoned
- 2001-11-19 RU RU2003117476/04A patent/RU2003117476A/ru not_active Application Discontinuation
- 2001-11-19 BR BR0115478-8A patent/BR0115478A/pt not_active Application Discontinuation
- 2001-11-19 JP JP2002544432A patent/JP3973556B2/ja not_active Expired - Fee Related
- 2001-11-19 CN CNB018192882A patent/CN1244580C/zh not_active Expired - Fee Related
- 2001-11-19 IL IL15571201A patent/IL155712A0/xx unknown
- 2001-11-19 NZ NZ525875A patent/NZ525875A/en unknown
- 2001-11-19 AR ARP010105397A patent/AR035371A1/es unknown
- 2001-11-19 AT AT01986395T patent/ATE300536T1/de not_active IP Right Cessation
- 2001-11-19 CZ CZ20031393A patent/CZ20031393A3/cs unknown
- 2001-11-20 PE PE2001001159A patent/PE20020580A1/es not_active Application Discontinuation
-
2003
- 2003-05-14 ZA ZA200303721A patent/ZA200303721B/en unknown
- 2003-05-16 EC EC2003004611A patent/ECSP034611A/es unknown
- 2003-05-20 NO NO20032277A patent/NO20032277L/no not_active Application Discontinuation
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