JP2007507464A5 - - Google Patents
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- Publication number
- JP2007507464A5 JP2007507464A5 JP2006530261A JP2006530261A JP2007507464A5 JP 2007507464 A5 JP2007507464 A5 JP 2007507464A5 JP 2006530261 A JP2006530261 A JP 2006530261A JP 2006530261 A JP2006530261 A JP 2006530261A JP 2007507464 A5 JP2007507464 A5 JP 2007507464A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- alkyl
- imidazo
- alkoxy
- methyl
- 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.)
- Withdrawn
Links
- -1 nitro, amino Chemical group 0.000 claims 29
- 239000001257 hydrogen Substances 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 23
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 150000001204 N-oxides Chemical class 0.000 claims 17
- 229910052736 halogen Inorganic materials 0.000 claims 17
- 150000002367 halogens Chemical group 0.000 claims 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 12
- 125000004076 pyridyl group Chemical group 0.000 claims 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 5
- 239000011737 fluorine Substances 0.000 claims 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 5
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
- 125000003830 C1- C4 alkylcarbonylamino group Chemical group 0.000 claims 4
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims 4
- 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 claims 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 3
- AKQZEFRALAUBFS-UHFFFAOYSA-N ilamine Natural products COC(C)C(O)(C(=O)OCC1=CCN2CCCC12)C(C)(C)O AKQZEFRALAUBFS-UHFFFAOYSA-N 0.000 claims 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 3
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims 2
- GAMYYCRTACQSBR-UHFFFAOYSA-N 4-azabenzimidazole Chemical group C1=CC=C2NC=NC2=N1 GAMYYCRTACQSBR-UHFFFAOYSA-N 0.000 claims 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical group [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims 1
- VFGQMIQIZGJOPR-UHFFFAOYSA-N 4-[2-[2-(6-amino-4-methylpyridin-2-yl)ethyl]-1h-imidazo[4,5-b]pyridin-6-yl]-n,n-dimethylbenzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N(C)C)=CC=C1C1=CN=C(NC(CCC=2N=C(N)C=C(C)C=2)=N2)C2=C1 VFGQMIQIZGJOPR-UHFFFAOYSA-N 0.000 claims 1
- RTAGWYKEPBWWKZ-UHFFFAOYSA-N 4-[2-[2-(6-amino-4-methylpyridin-2-yl)ethyl]-1h-imidazo[4,5-b]pyridin-6-yl]benzonitrile Chemical compound CC1=CC(N)=NC(CCC=2NC3=NC=C(C=C3N=2)C=2C=CC(=CC=2)C#N)=C1 RTAGWYKEPBWWKZ-UHFFFAOYSA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- QHRNEEVPKPLWSF-UHFFFAOYSA-N 4-methyl-6-[2-[6-(3-phenylmethoxyphenyl)-1h-imidazo[4,5-b]pyridin-2-yl]ethyl]pyridin-2-amine Chemical compound CC1=CC(N)=NC(CCC=2NC3=NC=C(C=C3N=2)C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=C1 QHRNEEVPKPLWSF-UHFFFAOYSA-N 0.000 claims 1
- JGAITFGEWWNTQU-UHFFFAOYSA-N 4-methyl-6-[2-[6-(4-phenylmethoxyphenyl)-1h-imidazo[4,5-b]pyridin-2-yl]ethyl]pyridin-2-amine Chemical compound CC1=CC(N)=NC(CCC=2NC3=NC=C(C=C3N=2)C=2C=CC(OCC=3C=CC=CC=3)=CC=2)=C1 JGAITFGEWWNTQU-UHFFFAOYSA-N 0.000 claims 1
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims 1
- SBQONCKGWDGHHJ-UHFFFAOYSA-N 6-[2-(1h-imidazo[4,5-b]pyridin-2-yl)ethyl]-4-methoxypyridin-2-amine Chemical compound COC1=CC(N)=NC(CCC=2NC3=NC=CC=C3N=2)=C1 SBQONCKGWDGHHJ-UHFFFAOYSA-N 0.000 claims 1
- PLLSKVHKFJDJPB-UHFFFAOYSA-N 6-[2-[6-(3,5-dichlorophenyl)-1h-imidazo[4,5-b]pyridin-2-yl]ethyl]-4-methylpyridin-2-amine Chemical compound CC1=CC(N)=NC(CCC=2NC3=NC=C(C=C3N=2)C=2C=C(Cl)C=C(Cl)C=2)=C1 PLLSKVHKFJDJPB-UHFFFAOYSA-N 0.000 claims 1
- LAUBQFHJZXIZLD-UHFFFAOYSA-N 6-[2-[6-(4-iodophenyl)-1h-imidazo[4,5-b]pyridin-2-yl]ethyl]-4-methylpyridin-2-amine Chemical compound CC1=CC(N)=NC(CCC=2NC3=NC=C(C=C3N=2)C=2C=CC(I)=CC=2)=C1 LAUBQFHJZXIZLD-UHFFFAOYSA-N 0.000 claims 1
- FBAZEUBENLHZFK-UHFFFAOYSA-N 6-[2-[6-[4-(dimethylamino)phenyl]-1h-imidazo[4,5-b]pyridin-2-yl]ethyl]-4-methylpyridin-2-amine Chemical compound C1=CC(N(C)C)=CC=C1C1=CN=C(NC(CCC=2N=C(N)C=C(C)C=2)=N2)C2=C1 FBAZEUBENLHZFK-UHFFFAOYSA-N 0.000 claims 1
- 125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 208000037976 chronic inflammation Diseases 0.000 claims 1
- 208000037893 chronic inflammatory disorder Diseases 0.000 claims 1
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 230000002093 peripheral effect Effects 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03022040 | 2003-10-01 | ||
| PCT/EP2004/052373 WO2005061496A1 (en) | 2003-10-01 | 2004-09-30 | Aminopyridine-derivatives as inductible no-synthase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007507464A JP2007507464A (ja) | 2007-03-29 |
| JP2007507464A5 true JP2007507464A5 (https=) | 2007-11-22 |
Family
ID=34707254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006530261A Withdrawn JP2007507464A (ja) | 2003-10-01 | 2004-09-30 | 新規のアミノピリジン誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US7317021B2 (https=) |
| EP (1) | EP1670798A1 (https=) |
| JP (1) | JP2007507464A (https=) |
| KR (1) | KR20060092219A (https=) |
| CN (1) | CN100415746C (https=) |
| AU (1) | AU2004303515A1 (https=) |
| BR (1) | BRPI0415034A (https=) |
| CA (1) | CA2540230A1 (https=) |
| EA (1) | EA200600601A1 (https=) |
| IL (1) | IL173628A0 (https=) |
| MX (1) | MXPA06003345A (https=) |
| NO (1) | NO20061789L (https=) |
| NZ (1) | NZ546394A (https=) |
| RS (1) | RS20060206A (https=) |
| WO (1) | WO2005061496A1 (https=) |
| ZA (1) | ZA200601140B (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA200600607A1 (ru) | 2003-10-01 | 2006-10-27 | Алтана Фарма Аг | Производные имидазопиридина в качестве ингибиторов индуцируемой no-синтазы |
| BRPI0414972A (pt) | 2003-10-01 | 2006-11-07 | Altana Pharma Ag | derivados de imidazopiridinas como inibidores de no-sintase induzìvel |
| DE602004014523D1 (de) | 2003-10-01 | 2008-07-31 | Nycomed Gmbh | Imidazoä4,5-büpyridinderivate als inhibitoren der induzierbaren no-synthase |
| US7453002B2 (en) | 2004-06-15 | 2008-11-18 | Bristol-Myers Squibb Company | Five-membered heterocycles useful as serine protease inhibitors |
| EP1866306B1 (en) | 2005-03-31 | 2009-06-17 | Nycomed GmbH | Imidazopyridine derivatives useful as inos inhibitors |
| WO2009005638A2 (en) * | 2007-06-27 | 2009-01-08 | Merck & Co., Inc. | Pyridyl and pyrimidinyl derivatives as histone deacetylase inhibitors |
| US20100278751A1 (en) * | 2009-04-30 | 2010-11-04 | Washington University | Radiolabeled 2-amino-4-alkyl-6-(haloalkyl)pyridine compounds and their use in diagnostic imaging |
| NZ603789A (en) * | 2010-05-26 | 2015-03-27 | Sunovion Pharmaceuticals Inc | Heteroaryl compounds and methods of use thereof |
| GB201512635D0 (en) | 2015-07-17 | 2015-08-26 | Ucl Business Plc | Uses of therapeutic compounds |
| CN117215117A (zh) | 2017-05-15 | 2023-12-12 | 索尼公司 | 照明单元和显示设备 |
| US12240815B2 (en) * | 2020-02-24 | 2025-03-04 | Northwestern University | Potent and selective human neuronal nitric oxide synthase inhibitors |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4045564A (en) | 1974-02-18 | 1977-08-30 | Ab Hassle | Benzimidazole derivatives useful as gastric acid secretion inhibitors |
| SE418966B (sv) | 1974-02-18 | 1981-07-06 | Haessle Ab | Analogiforfarande for framstellning av foreningar med magsyrasekretionsinhiberande verkan |
| GB8307865D0 (en) * | 1983-03-22 | 1983-04-27 | Fujisawa Pharmaceutical Co | Benzimidazole derivatives |
| AU650953B2 (en) * | 1991-03-21 | 1994-07-07 | Novartis Ag | Inhaler |
| SE512835C2 (sv) * | 1996-01-08 | 2000-05-22 | Astrazeneca Ab | Doseringsform innehållande en mångfald enheter alla inneslutande syralabil H+K+ATPas-hämmare |
| AUPP873799A0 (en) * | 1999-02-17 | 1999-03-11 | Fujisawa Pharmaceutical Co., Ltd. | Pyridine compounds |
| NZ535959A (en) | 2002-03-27 | 2006-05-26 | Altana Pharma Ag | Novel alkoxypyridine-derivatives as selective inhibitors of inducible nitric oxidase synthase NOS |
| EA200600607A1 (ru) | 2003-10-01 | 2006-10-27 | Алтана Фарма Аг | Производные имидазопиридина в качестве ингибиторов индуцируемой no-синтазы |
| AU2004276013A1 (en) | 2003-10-01 | 2005-04-07 | Altana Pharma Ag | Imidazopyridine-derivatives as inducible no-synthase inhibitors |
| BRPI0414972A (pt) | 2003-10-01 | 2006-11-07 | Altana Pharma Ag | derivados de imidazopiridinas como inibidores de no-sintase induzìvel |
| DE602004014523D1 (de) | 2003-10-01 | 2008-07-31 | Nycomed Gmbh | Imidazoä4,5-büpyridinderivate als inhibitoren der induzierbaren no-synthase |
-
2004
- 2004-09-30 RS YUP-2006/0206A patent/RS20060206A/sr unknown
- 2004-09-30 EA EA200600601A patent/EA200600601A1/ru unknown
- 2004-09-30 US US10/573,204 patent/US7317021B2/en not_active Expired - Fee Related
- 2004-09-30 NZ NZ546394A patent/NZ546394A/en unknown
- 2004-09-30 AU AU2004303515A patent/AU2004303515A1/en not_active Abandoned
- 2004-09-30 JP JP2006530261A patent/JP2007507464A/ja not_active Withdrawn
- 2004-09-30 EP EP04820599A patent/EP1670798A1/en not_active Withdrawn
- 2004-09-30 CA CA002540230A patent/CA2540230A1/en not_active Abandoned
- 2004-09-30 CN CNB2004800278079A patent/CN100415746C/zh not_active Expired - Fee Related
- 2004-09-30 KR KR1020067005860A patent/KR20060092219A/ko not_active Withdrawn
- 2004-09-30 WO PCT/EP2004/052373 patent/WO2005061496A1/en not_active Ceased
- 2004-09-30 MX MXPA06003345A patent/MXPA06003345A/es not_active Application Discontinuation
- 2004-09-30 BR BRPI0415034-1A patent/BRPI0415034A/pt not_active IP Right Cessation
-
2006
- 2006-02-08 ZA ZA200601140A patent/ZA200601140B/en unknown
- 2006-02-09 IL IL173628A patent/IL173628A0/en unknown
- 2006-04-24 NO NO20061789A patent/NO20061789L/no not_active Application Discontinuation
-
2007
- 2007-11-16 US US11/984,364 patent/US7781453B2/en not_active Expired - Fee Related
-
2010
- 2010-07-14 US US12/836,279 patent/US20100280002A1/en not_active Abandoned
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