JP2005508954A5 - - Google Patents
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- Publication number
- JP2005508954A5 JP2005508954A5 JP2003534428A JP2003534428A JP2005508954A5 JP 2005508954 A5 JP2005508954 A5 JP 2005508954A5 JP 2003534428 A JP2003534428 A JP 2003534428A JP 2003534428 A JP2003534428 A JP 2003534428A JP 2005508954 A5 JP2005508954 A5 JP 2005508954A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- methoxy
- phenyl
- triazolo
- 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
- 150000001875 compounds Chemical class 0.000 claims 22
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- BYHOOEPHJFSKNO-UHFFFAOYSA-N 4-bromo-n-(5-methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide Chemical compound C12=NC(NC(=O)C=3C=CC(Br)=CC=3)=NN2C(OC)=CC=C1C1=CC=CC=C1 BYHOOEPHJFSKNO-UHFFFAOYSA-N 0.000 claims 1
- JQMOOCJKWDXDRX-UHFFFAOYSA-N 4-bromo-n-[5-methoxy-8-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]benzamide Chemical compound COC1=CC=CC(C=2C3=NC(NC(=O)C=4C=CC(Br)=CC=4)=NN3C(OC)=CC=2)=C1 JQMOOCJKWDXDRX-UHFFFAOYSA-N 0.000 claims 1
- BVUBKOFUJMCRPK-UHFFFAOYSA-N 4-fluoro-n-(5-methoxy-8-phenyl-[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide Chemical compound C12=NC(NC(=O)C=3C=CC(F)=CC=3)=NN2C(OC)=CC=C1C1=CC=CC=C1 BVUBKOFUJMCRPK-UHFFFAOYSA-N 0.000 claims 1
- DBNVNPLZZPUMIJ-UHFFFAOYSA-N 4-fluoro-n-[8-(4-fluorophenyl)-5-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl]benzamide Chemical compound C12=NC(NC(=O)C=3C=CC(F)=CC=3)=NN2C(OC)=CC=C1C1=CC=C(F)C=C1 DBNVNPLZZPUMIJ-UHFFFAOYSA-N 0.000 claims 1
- FOMZNUGLEKTSFI-UHFFFAOYSA-N 5-bromo-n-[5-methoxy-8-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]furan-2-carboxamide Chemical compound COC1=CC=CC(C=2C3=NC(NC(=O)C=4OC(Br)=CC=4)=NN3C(OC)=CC=2)=C1 FOMZNUGLEKTSFI-UHFFFAOYSA-N 0.000 claims 1
- HLCHYOYUDAWACE-UHFFFAOYSA-N 5-bromo-n-[8-(3-fluorophenyl)-5-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl]furan-2-carboxamide Chemical compound C12=NC(NC(=O)C=3OC(Br)=CC=3)=NN2C(OC)=CC=C1C1=CC=CC(F)=C1 HLCHYOYUDAWACE-UHFFFAOYSA-N 0.000 claims 1
- 102000009346 Adenosine receptors Human genes 0.000 claims 1
- 108050000203 Adenosine receptors Proteins 0.000 claims 1
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- CQVSFVYQNLJEHN-UHFFFAOYSA-N N-[5-methoxy-8-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]benzamide Chemical compound C(C1=CC=CC=C1)(=O)NC1=NN2C(C(=CC=C2OC)C2=CC(=CC=C2)OC)=N1 CQVSFVYQNLJEHN-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 229960005305 adenosine Drugs 0.000 claims 1
- BDTDECDAHYOJRO-UHFFFAOYSA-N ethyl n-(sulfanylidenemethylidene)carbamate Chemical compound CCOC(=O)N=C=S BDTDECDAHYOJRO-UHFFFAOYSA-N 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- URVQNJFUNBPGHF-UHFFFAOYSA-N n-[5-methoxy-8-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]thiophene-2-carboxamide Chemical compound COC1=CC=CC(C=2C3=NC(NC(=O)C=4SC=CC=4)=NN3C(OC)=CC=2)=C1 URVQNJFUNBPGHF-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 102000005962 receptors Human genes 0.000 claims 1
- 108020003175 receptors Proteins 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01123949 | 2001-10-08 | ||
| PCT/EP2002/010917 WO2003031445A1 (en) | 2001-10-08 | 2002-09-28 | 5-methoxy-8-aryl-[1,2,4] triazolo [1,5-a] pyridine derivatives as adenosine receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005508954A JP2005508954A (ja) | 2005-04-07 |
| JP2005508954A5 true JP2005508954A5 (enExample) | 2005-12-22 |
| JP4101756B2 JP4101756B2 (ja) | 2008-06-18 |
Family
ID=8178877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003534428A Expired - Fee Related JP4101756B2 (ja) | 2001-10-08 | 2002-09-28 | ５−メトキシ−８−アリール−〔１，２，４〕トリアゾロ〔１，５−ａ〕ピリジン誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6693116B2 (enExample) |
| EP (1) | EP1436292B1 (enExample) |
| JP (1) | JP4101756B2 (enExample) |
| KR (1) | KR100604407B1 (enExample) |
| CN (1) | CN1254475C (enExample) |
| AR (1) | AR036735A1 (enExample) |
| AT (1) | ATE338043T1 (enExample) |
| AU (1) | AU2002338827B2 (enExample) |
| BR (1) | BR0213177A (enExample) |
| CA (1) | CA2462801A1 (enExample) |
| DE (1) | DE60214408T2 (enExample) |
| ES (1) | ES2269772T3 (enExample) |
| MX (1) | MXPA04003278A (enExample) |
| PL (1) | PL370565A1 (enExample) |
| RU (1) | RU2298009C2 (enExample) |
| WO (1) | WO2003031445A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1830978B (zh) * | 2005-03-07 | 2010-06-16 | 中国人民解放军军事医学科学院毒物药物研究所 | 吡唑并[4,3-c]喹啉-3-酮化合物、其制备方法及其应用 |
| WO2009017954A1 (en) * | 2007-08-01 | 2009-02-05 | Phenomix Corporation | Inhibitors of jak2 kinase |
| GB0719803D0 (en) | 2007-10-10 | 2007-11-21 | Cancer Rec Tech Ltd | Therapeutic compounds and their use |
| EP2288260A4 (en) * | 2008-06-20 | 2013-10-23 | Genentech Inc | TRIAZOLOPYRIDINE-JAK HEMMER COMPOUNDS AND METHOD |
| EP2296475A4 (en) | 2008-06-20 | 2014-03-05 | Genentech Inc | TRIAZOLOPYRIDINE COMPOUNDS JAK KINASE INHIBITORS AND METHODS |
| BRPI0922452A2 (pt) * | 2008-12-19 | 2015-12-15 | Leo Pharma As | composto, composição farmacêutica, uso em um composto, e método para prevenir, tratar ou melhorar doenças ou condições dérmicas, ou distúrbios de ferimento cutâneo agudos ou crônicos. |
| CA2763900A1 (en) | 2009-06-05 | 2010-12-09 | Cephalon, Inc. | Preparation and uses of 1,2,4-triazolo [1,5a] pyridine derivatives |
| UA112096C2 (uk) * | 2011-12-12 | 2016-07-25 | Байєр Інтеллектуал Проперті Гмбх | Заміщені триазолопіридини та їх застосування як інгібіторів ttk |
| WO2014009425A1 (en) * | 2012-07-12 | 2014-01-16 | Chiesi Farmaceutici S.P.A. | Inhibition of enzymes |
| KR102120190B1 (ko) * | 2012-09-14 | 2020-06-08 | 다우 아그로사이언시즈 엘엘씨 | 4-아미노-2,5-디메톡시피리미딘으로부터의 2-아미노-5,8-디메톡시[1,2,4]트리아졸로[1,5-c]피리미딘의 개선된 제조 방법 |
| SG11201601707PA (en) | 2013-09-05 | 2016-04-28 | Hoffmann La Roche | Triazolopyridine compounds, compositions and methods of use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE287262C (enExample) * | ||||
| US6355653B1 (en) | 1999-09-06 | 2002-03-12 | Hoffmann-La Roche Inc. | Amino-triazolopyridine derivatives |
| US6514989B1 (en) * | 2001-07-20 | 2003-02-04 | Hoffmann-La Roche Inc. | Aromatic and heteroaromatic substituted 1,2,4-triazolo pyridine derivatives |
-
2002
- 2002-09-18 US US10/246,551 patent/US6693116B2/en not_active Expired - Fee Related
- 2002-09-28 RU RU2004114277/04A patent/RU2298009C2/ru not_active IP Right Cessation
- 2002-09-28 PL PL02370565A patent/PL370565A1/xx not_active Application Discontinuation
- 2002-09-28 ES ES02777254T patent/ES2269772T3/es not_active Expired - Lifetime
- 2002-09-28 CN CNB028199138A patent/CN1254475C/zh not_active Expired - Fee Related
- 2002-09-28 EP EP02777254A patent/EP1436292B1/en not_active Expired - Lifetime
- 2002-09-28 WO PCT/EP2002/010917 patent/WO2003031445A1/en not_active Ceased
- 2002-09-28 DE DE60214408T patent/DE60214408T2/de not_active Expired - Fee Related
- 2002-09-28 AT AT02777254T patent/ATE338043T1/de not_active IP Right Cessation
- 2002-09-28 CA CA002462801A patent/CA2462801A1/en not_active Abandoned
- 2002-09-28 AU AU2002338827A patent/AU2002338827B2/en not_active Ceased
- 2002-09-28 MX MXPA04003278A patent/MXPA04003278A/es active IP Right Grant
- 2002-09-28 KR KR1020047005097A patent/KR100604407B1/ko not_active Expired - Fee Related
- 2002-09-28 JP JP2003534428A patent/JP4101756B2/ja not_active Expired - Fee Related
- 2002-09-28 BR BR0213177-3A patent/BR0213177A/pt not_active IP Right Cessation
- 2002-10-04 AR ARP020103750A patent/AR036735A1/es unknown
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