JP2006502134A5 - - Google Patents
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- Publication number
- JP2006502134A5 JP2006502134A5 JP2004527914A JP2004527914A JP2006502134A5 JP 2006502134 A5 JP2006502134 A5 JP 2006502134A5 JP 2004527914 A JP2004527914 A JP 2004527914A JP 2004527914 A JP2004527914 A JP 2004527914A JP 2006502134 A5 JP2006502134 A5 JP 2006502134A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- oxadiazol
- ylmethyl
- piperidin
- benzonitrile
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 111
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 44
- -1 3- (2,3-dimethoxyphenyl) -5- [1- (phenylmethyl) -2-pyrrolidinyl] -1,2,4-oxadiazole Chemical compound 0.000 claims 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 15
- 201000010099 disease Diseases 0.000 claims 12
- 125000004429 atom Chemical group 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 9
- 229910052757 nitrogen Inorganic materials 0.000 claims 9
- 229910052760 oxygen Inorganic materials 0.000 claims 9
- 229910052717 sulfur Inorganic materials 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 8
- 102000012777 Metabotropic Glutamate 5 Receptor Human genes 0.000 claims 7
- 108010065028 Metabotropic Glutamate 5 Receptor Proteins 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 7
- 230000001404 mediated effect Effects 0.000 claims 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims 6
- 125000001475 halogen functional group Chemical group 0.000 claims 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 6
- 125000004043 oxo group Chemical group O=* 0.000 claims 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- JRSWALOPXPBCPG-UHFFFAOYSA-N 3-(3-methylphenyl)-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound CC1=CC=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 JRSWALOPXPBCPG-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 206010019196 Head injury Diseases 0.000 claims 2
- 208000013016 Hypoglycemia Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 208000027418 Wounds and injury Diseases 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 230000006378 damage Effects 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 230000002218 hypoglycaemic effect Effects 0.000 claims 2
- 208000014674 injury Diseases 0.000 claims 2
- 208000037906 ischaemic injury Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- SOQLQSYJDARMFJ-UHFFFAOYSA-N 2-[[2-[3-(3-cyanophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl]methyl]-1,3-thiazole-4-carbonitrile Chemical compound N#CC1=CSC(CN2C(CCCC2)C=2ON=C(N=2)C=2C=C(C=CC=2)C#N)=N1 SOQLQSYJDARMFJ-UHFFFAOYSA-N 0.000 claims 1
- CRHDBAIOECFMNV-UHFFFAOYSA-N 3-(3-chlorophenyl)-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound ClC1=CC=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 CRHDBAIOECFMNV-UHFFFAOYSA-N 0.000 claims 1
- JCQVILDTFNPCQD-UHFFFAOYSA-N 3-(3-ethylphenyl)-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound CCC1=CC=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 JCQVILDTFNPCQD-UHFFFAOYSA-N 0.000 claims 1
- KMCWHZPMGGCHIK-UHFFFAOYSA-N 3-(3-fluoro-5-imidazol-1-ylphenyl)-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound C=1C(F)=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=CC=CC=2)=CC=1N1C=CN=C1 KMCWHZPMGGCHIK-UHFFFAOYSA-N 0.000 claims 1
- UEUYNVNBEXGSOM-UHFFFAOYSA-N 3-(3-methoxyphenyl)-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound COC1=CC=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 UEUYNVNBEXGSOM-UHFFFAOYSA-N 0.000 claims 1
- MUWLZOUUKMVYEQ-UHFFFAOYSA-N 3-[3-(3-chlorophenyl)-1,2,4-oxadiazol-5-yl]-4-(1,3-thiazol-2-ylmethyl)morpholine Chemical compound ClC1=CC=CC(C=2N=C(ON=2)C2N(CCOC2)CC=2SC=CN=2)=C1 MUWLZOUUKMVYEQ-UHFFFAOYSA-N 0.000 claims 1
- GTZFPOKFRGLTNQ-AWEZNQCLSA-N 3-[5-[(2s)-1-(1,3-thiazol-2-ylmethyl)pyrrolidin-2-yl]-1,2,4-oxadiazol-3-yl]benzonitrile Chemical compound N#CC1=CC=CC(C=2N=C(ON=2)[C@H]2N(CCC2)CC=2SC=CN=2)=C1 GTZFPOKFRGLTNQ-AWEZNQCLSA-N 0.000 claims 1
- NFDNFXGXISIHBR-UHFFFAOYSA-N 3-[5-[1-(quinolin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazol-3-yl]benzonitrile Chemical compound N#CC1=CC=CC(C=2N=C(ON=2)C2N(CCCC2)CC=2N=C3C=CC=CC3=CC=2)=C1 NFDNFXGXISIHBR-UHFFFAOYSA-N 0.000 claims 1
- ZLJYWKHFOAZQKU-UHFFFAOYSA-N 3-methoxy-5-[3-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazol-5-yl]benzonitrile Chemical compound COC1=CC(C#N)=CC(C=2ON=C(N=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 ZLJYWKHFOAZQKU-UHFFFAOYSA-N 0.000 claims 1
- HSHDPJHECYAPOJ-UHFFFAOYSA-N 3-phenyl-5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound C=1C=CC=NC=1CN1CCCCC1C(ON=1)=NC=1C1=CC=CC=C1 HSHDPJHECYAPOJ-UHFFFAOYSA-N 0.000 claims 1
- MQNJRODJEBAUQQ-UHFFFAOYSA-N 5-(3-methoxyphenyl)-3-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound COC1=CC=CC(C=2ON=C(N=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 MQNJRODJEBAUQQ-UHFFFAOYSA-N 0.000 claims 1
- JZALMAHWFNMKOZ-UHFFFAOYSA-N 5-(3-methylphenyl)-3-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-1,2,4-oxadiazole Chemical compound CC1=CC=CC(C=2ON=C(N=2)C2N(CCCC2)CC=2N=CC=CC=2)=C1 JZALMAHWFNMKOZ-UHFFFAOYSA-N 0.000 claims 1
- SGVJZWFVMHFQJK-UHFFFAOYSA-N 5-[1-(pyridin-2-ylmethyl)piperidin-2-yl]-3-thiophen-2-yl-1,2,4-oxadiazole Chemical compound C=1C=CC=NC=1CN1CCCCC1C(ON=1)=NC=1C1=CC=CS1 SGVJZWFVMHFQJK-UHFFFAOYSA-N 0.000 claims 1
- DAGHUOKMGWCJLR-UHFFFAOYSA-N 6-[[2-[3-(3-cyanophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl]methyl]pyridine-3-carbonitrile Chemical compound N1=CC(C#N)=CC=C1CN1C(C=2ON=C(N=2)C=2C=C(C=CC=2)C#N)CCCC1 DAGHUOKMGWCJLR-UHFFFAOYSA-N 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 208000005298 acute pain Diseases 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 208000022371 chronic pain syndrome Diseases 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40203802P | 2002-08-09 | 2002-08-09 | |
| PCT/US2003/024915 WO2004014902A2 (en) | 2002-08-09 | 2003-08-08 | Compounds having an activity at metabotropic glutamate receptors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006502134A JP2006502134A (ja) | 2006-01-19 |
| JP2006502134A5 true JP2006502134A5 (2) | 2006-09-28 |
Family
ID=31715775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004527914A Pending JP2006502134A (ja) | 2002-08-09 | 2003-08-08 | 代謝調節型グルタミン酸受容体において活性を有する化合物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7074809B2 (2) |
| EP (1) | EP1581525A2 (2) |
| JP (1) | JP2006502134A (2) |
| AU (1) | AU2003264018A1 (2) |
| CA (1) | CA2495179A1 (2) |
| MX (1) | MXPA05001590A (2) |
| WO (1) | WO2004014902A2 (2) |
Families Citing this family (84)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUE047569T2 (hu) | 2003-04-11 | 2020-04-28 | Ptc Therapeutics Inc | 1,2,4-oxadiazol-benzoesav vegyület és nonszensz szupresszióra történõ alkalmazása |
| GB0325956D0 (en) | 2003-11-06 | 2003-12-10 | Addex Pharmaceuticals Sa | Novel compounds |
| WO2005077368A2 (en) * | 2004-02-03 | 2005-08-25 | Astrazeneca Ab | Treatment of gastro-esophageal reflux disease (gerd) |
| RU2006127575A (ru) * | 2004-02-18 | 2008-03-27 | Астразенека Аб (Se) | Соединение триазола и их применение в качестве антагонистов метаботропного рецептора глутамата |
| US20070185100A1 (en) * | 2004-02-18 | 2007-08-09 | Astrazeneca Ab | Poly-heterocyclic compounds and their use as metabotropic glutamate receptor antagonists |
| DE602005008558D1 (de) * | 2004-02-18 | 2008-09-11 | Astrazeneca Ab | Kondensierte heterocyclische verbindungen und deren verwendung als antagonisten des metabotropen reznkungen |
| US7585881B2 (en) * | 2004-02-18 | 2009-09-08 | Astrazeneca Ab | Additional heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists |
| TW200538108A (en) | 2004-02-19 | 2005-12-01 | Astrazeneca Ab | Fused heterocyclic compounds and their use as metabotropic glutamate receptor antagonists |
| BRPI0606644A2 (pt) * | 2005-01-14 | 2009-07-14 | Hoffmann La Roche | derivados de 4-carboxamida tiazola |
| GB0510141D0 (en) | 2005-05-18 | 2005-06-22 | Addex Pharmaceuticals Sa | Novel compounds B3 |
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| UY29796A1 (es) | 2005-09-29 | 2007-04-30 | Astrazeneca Ab | Nuevos compuestos para el tratamiento de trastornos neurológicos, psiquiátricos o del dolor |
| HUP0500920A2 (en) * | 2005-10-05 | 2007-07-30 | Richter Gedeon Nyrt | Oxadiazole derivatives, process for their preparation and their use |
| RU2462246C2 (ru) | 2006-03-30 | 2012-09-27 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | Способы получения функционального белка из днк, имеющей нонсенс-мутацию, и лечения нарушений, ассоциированных с ней |
| CA2646755A1 (en) * | 2006-03-31 | 2007-10-11 | Astrazeneca Ab | Bicyclic benzimidazole compounds and their use as metabotropic glutamate receptor potentiators |
| PL2003132T3 (pl) * | 2006-04-03 | 2014-10-31 | Astellas Pharma Inc | Pochodne oksadiazolu jako agoniści S1P1 |
| KR100681911B1 (ko) | 2006-04-03 | 2007-02-15 | 재단법인서울대학교산학협력재단 | 5,10,15,20―테트라키스―（2―플루오로―피리딘―3―일）―포르피린,5,10,15,20―테트라키스―（3,5―다이플루오로―피리딘―4―일）―포르피린과 이들의 ｎ―알킬염 및 이들의 제조방법 |
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| PT3911647T (pt) | 2019-01-15 | 2024-03-04 | Gilead Sciences Inc | Composto de isoxazole como agonista de fxr e composições farmacêuticas que o contenham |
| WO2020154571A1 (en) | 2019-01-24 | 2020-07-30 | Yumanity Therapeutics, Inc. | Compounds and uses thereof |
| IL284589B2 (en) | 2019-01-31 | 2025-10-01 | Pfizer | 3–Carbonylamino–5–cyclopentyl–h1–pyrazole compounds with cdk2 inhibitory activity |
| JP2022519906A (ja) | 2019-02-19 | 2022-03-25 | ギリアード サイエンシーズ， インコーポレイテッド | Ｆｘｒアゴニストの固体形態 |
| EA202192047A1 (ru) | 2019-11-13 | 2021-12-08 | Юманити Терапьютикс, Инк. | Соединения и их применение |
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| IL96891A0 (en) * | 1990-01-17 | 1992-03-29 | Merck Sharp & Dohme | Indole-substituted five-membered heteroaromatic compounds,their preparation and pharmaceutical compositions containing them |
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-
2003
- 2003-08-08 US US10/636,977 patent/US7074809B2/en not_active Expired - Fee Related
- 2003-08-08 WO PCT/US2003/024915 patent/WO2004014902A2/en not_active Ceased
- 2003-08-08 JP JP2004527914A patent/JP2006502134A/ja active Pending
- 2003-08-08 AU AU2003264018A patent/AU2003264018A1/en not_active Abandoned
- 2003-08-08 CA CA002495179A patent/CA2495179A1/en not_active Abandoned
- 2003-08-08 MX MXPA05001590A patent/MXPA05001590A/es unknown
- 2003-08-08 EP EP03785076A patent/EP1581525A2/en not_active Withdrawn
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