JP2009522255A5 - - Google Patents
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- Publication number
- JP2009522255A5 JP2009522255A5 JP2008548427A JP2008548427A JP2009522255A5 JP 2009522255 A5 JP2009522255 A5 JP 2009522255A5 JP 2008548427 A JP2008548427 A JP 2008548427A JP 2008548427 A JP2008548427 A JP 2008548427A JP 2009522255 A5 JP2009522255 A5 JP 2009522255A5
- Authority
- JP
- Japan
- Prior art keywords
- isokisazo
- carboxylic acid
- amide
- ethyl
- propyl
- 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
- KDHWOCLBMVSZPG-UHFFFAOYSA-N 3-imidazol-1-ylpropan-1-amine Chemical compound NCCCN1C=CN=C1 KDHWOCLBMVSZPG-UHFFFAOYSA-N 0.000 claims 28
- -1 carboalkoxy group Chemical group 0.000 claims 12
- IDWZESHNJMMWTR-UHFFFAOYSA-N 2-(1,2,4-triazol-1-yl)ethanamine Chemical compound NCCN1C=NC=N1 IDWZESHNJMMWTR-UHFFFAOYSA-N 0.000 claims 8
- YCIRHAGYEUJTFH-UHFFFAOYSA-N 2-imidazol-1-ylethanamine Chemical compound NCCN1C=CN=C1 YCIRHAGYEUJTFH-UHFFFAOYSA-N 0.000 claims 8
- IXXJEYNOJZNYBD-UHFFFAOYSA-N 3-(1,2,4-triazol-1-yl)propan-1-amine Chemical compound NCCCN1C=NC=N1 IXXJEYNOJZNYBD-UHFFFAOYSA-N 0.000 claims 8
- DSTFTYAYSLZREG-UHFFFAOYSA-N 2-(triazol-2-yl)ethanamine Chemical compound NCCN1N=CC=N1 DSTFTYAYSLZREG-UHFFFAOYSA-N 0.000 claims 6
- UIWDESVQLUNCRV-UHFFFAOYSA-N 2-pyrazol-1-ylethanamine Chemical compound NCCN1C=CC=N1 UIWDESVQLUNCRV-UHFFFAOYSA-N 0.000 claims 6
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- CHEYEJGXQSHSFE-UHFFFAOYSA-N 2-(triazol-1-yl)ethanamine Chemical compound NCCN1C=CN=N1 CHEYEJGXQSHSFE-UHFFFAOYSA-N 0.000 claims 4
- 150000002545 isoxazoles Chemical class 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 3
- NYYJJFZSMLAAQM-UHFFFAOYSA-N 2-(4-methylimidazol-1-yl)ethanamine Chemical compound CC1=CN(CCN)C=N1 NYYJJFZSMLAAQM-UHFFFAOYSA-N 0.000 claims 2
- IJNXVZYBHJQPRM-UHFFFAOYSA-N 2-(5-methylimidazol-1-yl)ethanamine Chemical compound CC1=CN=CN1CCN IJNXVZYBHJQPRM-UHFFFAOYSA-N 0.000 claims 2
- ZGHVPBISEIPFJS-UHFFFAOYSA-N 2-(tetrazol-1-yl)ethanamine Chemical compound NCCN1C=NN=N1 ZGHVPBISEIPFJS-UHFFFAOYSA-N 0.000 claims 2
- MVUXXHVOQXOIKY-UHFFFAOYSA-N 2-(tetrazol-2-yl)ethanamine Chemical compound NCCN1N=CN=N1 MVUXXHVOQXOIKY-UHFFFAOYSA-N 0.000 claims 2
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 2
- TUVONOFKFDJHBJ-UHFFFAOYSA-N 2-pyridin-2-yloxyethanamine Chemical compound NCCOC1=CC=CC=N1 TUVONOFKFDJHBJ-UHFFFAOYSA-N 0.000 claims 2
- NAHHNSMHYCLMON-UHFFFAOYSA-N 2-pyridin-3-ylethanamine Chemical compound NCCC1=CC=CN=C1 NAHHNSMHYCLMON-UHFFFAOYSA-N 0.000 claims 2
- UGYXACYDHGNSFL-UHFFFAOYSA-N 3-(tetrazol-1-yl)propan-1-amine Chemical compound NCCCN1C=NN=N1 UGYXACYDHGNSFL-UHFFFAOYSA-N 0.000 claims 2
- MRAPXKXFUVKPFR-UHFFFAOYSA-N 3-(triazol-1-yl)propan-1-amine Chemical compound NCCCN1C=CN=N1 MRAPXKXFUVKPFR-UHFFFAOYSA-N 0.000 claims 2
- SXJKZCLYUDXHSD-UHFFFAOYSA-N 3-(triazol-2-yl)propan-1-amine Chemical compound NCCCN1N=CC=N1 SXJKZCLYUDXHSD-UHFFFAOYSA-N 0.000 claims 2
- JSXVMXHCFBPCLV-UHFFFAOYSA-N 3-pyrazol-1-ylpropan-1-amine Chemical compound NCCCN1C=CC=N1 JSXVMXHCFBPCLV-UHFFFAOYSA-N 0.000 claims 2
- IMCKMDQAPIFXAK-UHFFFAOYSA-N 5-thiophen-2-yl-n-[3-(1,2,4-triazol-1-yl)propyl]-1,2-oxazole-3-carboxamide Chemical compound C1=C(C=2SC=CC=2)ON=C1C(=O)NCCCN1C=NC=N1 IMCKMDQAPIFXAK-UHFFFAOYSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000004149 thio group Chemical group *S* 0.000 claims 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical group NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 claims 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 125000004112 carboxyamino group Chemical group [H]OC(=O)N([H])[*] 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20050135247 | 2005-12-30 | ||
| KR10-2005-0135247 | 2005-12-30 | ||
| KR1020060135390A KR101394245B1 (ko) | 2005-12-30 | 2006-12-27 | 아이속사졸 유도체 및 이의 용도 |
| KR10-2006-0135390 | 2006-12-27 | ||
| PCT/KR2006/005837 WO2007078113A1 (en) | 2005-12-30 | 2006-12-28 | Isoxazole derivatives and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009522255A JP2009522255A (ja) | 2009-06-11 |
| JP2009522255A5 true JP2009522255A5 (https=) | 2010-02-12 |
| JP5246499B2 JP5246499B2 (ja) | 2013-07-24 |
Family
ID=38507387
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008548427A Active JP5246499B2 (ja) | 2005-12-30 | 2006-12-28 | イソキサゾール誘導体及びその使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7915297B2 (https=) |
| EP (1) | EP1971600B1 (https=) |
| JP (1) | JP5246499B2 (https=) |
| KR (1) | KR101394245B1 (https=) |
| ES (1) | ES2436103T3 (https=) |
| WO (1) | WO2007078113A1 (https=) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1919458E (pt) | 2006-01-27 | 2012-08-23 | Univ California | Cisteamina revestida entericamente, cisteamina e seus derivados |
| JP5205274B2 (ja) * | 2006-11-22 | 2013-06-05 | 日本農薬株式会社 | 新規なピラゾール誘導体、有害生物防除剤及びその使用方法 |
| CN101778845B (zh) * | 2007-06-29 | 2014-06-25 | 爱思开生物制药株式会社 | 用于预防和治疗再狭窄的包含异噁唑衍生物的药物组合物 |
| US12404304B1 (en) | 2007-11-14 | 2025-09-02 | Sierra Sciences, Llc | Telomerase reverse transcriptase (TERT) expression enhancing compounds and methods for using the same |
| TWI450898B (zh) * | 2008-07-04 | 2014-09-01 | Sigma Tau Res Switzerland Sa | 具有抗腫瘤活性之芳基異唑化合物 |
| CA2764339A1 (en) * | 2009-06-05 | 2010-12-09 | Oslo University Hospital Hf | Azole derivatives as wtn pathway inhibitors |
| KR20120112548A (ko) * | 2009-12-16 | 2012-10-11 | 뉴로포레 테라피스, 인코포레이티드 | 시누클레인 병을 치료하는데 적합한 화합물 |
| JP5996532B2 (ja) | 2010-07-15 | 2016-09-21 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 有害生物防除剤としての新規複素環式化合物 |
| RU2013128448A (ru) | 2010-12-08 | 2015-01-20 | Осло Юниверсити Хоспитал Хф | Производные триазола в качестве ингибиторов сигнального пути wnt |
| CN104350051B (zh) | 2011-11-23 | 2017-03-08 | 德克萨斯大学系统董事会 | 用于糖尿病的异噁唑治疗剂 |
| WO2014210159A1 (en) * | 2013-06-26 | 2014-12-31 | Proteostasis Therapeutics, Inc. | Methods of modulating cftr activity |
| CA2942386A1 (en) | 2014-03-13 | 2015-09-17 | Proteostasis Therapeutics, Inc. | Compounds, compositions, and methods for increasing cftr activity |
| WO2015138934A1 (en) | 2014-03-13 | 2015-09-17 | Proteostasis Therapeutics, Inc. | Compounds, compositions, and methods for increasing cftr activity |
| CA2952862A1 (en) | 2014-06-19 | 2015-12-23 | Proteostasis Therapeutics, Inc. | Compounds, compositions and methods of increasing cftr activity |
| US9505729B2 (en) * | 2014-08-22 | 2016-11-29 | Vanderbilt University | Isoxazole analogs as mediators of transcriptional induction of E-cadherin |
| US9783510B2 (en) | 2014-08-22 | 2017-10-10 | Vanderbilt University | Small molecule mediated transcriptional induction of E-cadherin |
| WO2016086092A1 (en) | 2014-11-25 | 2016-06-02 | The Penn State Research Foundation | Chemical reprogramming of human glial cells into neurons for brain and spinal cord repair |
| WO2016095205A1 (en) * | 2014-12-19 | 2016-06-23 | Merck Sharp & Dohme Corp. | Heteroaryl orexin receptor antagonists |
| US10738011B2 (en) | 2014-12-23 | 2020-08-11 | Proteostasis Therapeutics, Inc. | Derivatives of 5-(hetero)arylpyrazol-3-carboxylic amide or 1-(hetero)aryltriazol-4-carboxylic amide useful for the treatment of inter alia cystic fibrosis |
| MA41253A (fr) | 2014-12-23 | 2017-10-31 | Proteostasis Therapeutics Inc | Composés, compositions et procédés pour augmenter l'activité du cftr |
| WO2016105468A1 (en) * | 2014-12-23 | 2016-06-30 | Proteostasis Therapeutics, Inc. | Derivatives of 3-heteroarylisoxazol-5-carboxylic amide useful for the treatment of inter alia cystic fibrosis |
| CA2971850A1 (en) * | 2014-12-23 | 2016-06-30 | Proteostasis Therapeutics, Inc. | Derivatives of 5-phenyl- or 5-heteroarylthiazol-2-carboxylic amide useful for the treatment of inter alia cystic fibrosis |
| WO2016101118A1 (en) | 2014-12-23 | 2016-06-30 | Merck Sharp & Dohme Corp. | Amidoethyl azole orexin receptor antagonists |
| MA42488A (fr) | 2015-07-24 | 2018-05-30 | Proteostasis Therapeutics Inc | Composés, compositions et procédés pour augmenter l'activité du cftr |
| CA3000483C (en) | 2015-10-06 | 2024-02-13 | Proteostasis Therapeutics, Inc. | Compounds, compositions, and methods for modulating cftr |
| BR112018070747B1 (pt) | 2016-04-07 | 2024-01-09 | Proteostasis Therapeutics, Inc | Átomos de silicone contendo análogos de ivacaftor, composições farmacêuticas e usos terapêuticos |
| MA45397A (fr) | 2016-06-21 | 2019-04-24 | Proteostasis Therapeutics Inc | Composés, compositions et procédés pour augmenter l'activité du cftr |
| CA3162888A1 (en) * | 2019-11-25 | 2021-06-03 | The Penn State Research Foundation | Chemotherapy for glioma through neuronal conversion |
| KR102500978B1 (ko) * | 2021-05-10 | 2023-02-17 | 조성은 | 이속사졸 유도체를 포함하는 탈모 완화 및 발모 촉진용 조성물 |
| CN117751182A (zh) * | 2021-05-18 | 2024-03-22 | 南加利福尼亚大学 | 用于扩增人粒细胞-巨噬细胞祖细胞的方法及其应用 |
| CN115677608B (zh) * | 2022-09-08 | 2024-06-07 | 复旦大学 | 苯并异噁唑-3-甲酰胺类化合物及其合成和应用 |
| KR102787749B1 (ko) * | 2022-12-29 | 2025-03-31 | 중앙대학교 산학협력단 | 비스이소옥사졸 화합물을 유효성분으로 함유하는 퇴행성 뇌질환 예방 또는 치료용 조성물 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH475301A (de) * | 1964-10-27 | 1969-07-15 | Ciba Geigy | Verfahren zur Herstellung von mit Oxazolverbindungen optisch aufgehellten Formkörpern |
| FR2073284B1 (https=) * | 1969-12-23 | 1973-07-13 | Ferlux | |
| BE795808A (fr) | 1972-02-24 | 1973-08-22 | Beecham Group Ltd | Amidazoles polysubstitues |
| US3852293A (en) * | 1972-06-21 | 1974-12-03 | Uniroyal Inc | 4-phenyl-2-(3-pyridyl)-thiazole carboxamides |
| GB1492663A (en) | 1975-02-20 | 1977-11-23 | Lepetit Spa | 4-amino-3-pyrrole carboxamides |
| JPS568352A (en) * | 1979-07-03 | 1981-01-28 | Shionogi & Co Ltd | Aminoalkylvenzene derivative |
| JPS6143191A (ja) * | 1984-08-07 | 1986-03-01 | Kyorin Pharmaceut Co Ltd | イミダゾ〔１，５−ａ〕ピリミジン誘導体 |
| US5201932A (en) * | 1989-09-22 | 1993-04-13 | Basf Aktiengesellschaft | Carboxamides |
| DE3932052A1 (de) | 1989-09-26 | 1991-04-04 | Basf Ag | Oxazol- bzw. thiazolcarbonsaeureamide |
| DE4201047A1 (de) * | 1992-01-17 | 1993-07-22 | Bayer Ag | Substituierte isoxazolcarbonsaeureamide |
| CA2193725A1 (en) | 1994-06-24 | 1996-01-04 | David Cavalla | Aryl derivative compounds and uses to inhibit phosphodiesterase iv acti vity |
| JP3542827B2 (ja) * | 1994-07-15 | 2004-07-14 | 帝国臓器製薬株式会社 | 新規な５−置換イソキサゾール−３−カルボン酸アミド誘導体 |
| EP0726263A3 (en) | 1995-02-08 | 1996-10-09 | American Cyanamid Co | Herbicides (1,3,4) oxadiazoles and thiadiazoles |
| TWI262185B (en) * | 1999-10-01 | 2006-09-21 | Eisai Co Ltd | Carboxylic acid derivatives having anti-hyperglycemia and anti-hyperlipemia action, and pharmaceutical composition containing the derivatives |
| EP1317453B1 (en) * | 2000-09-15 | 2006-08-09 | Vertex Pharmaceuticals Incorporated | Isoxazoles and their use as inhibitors of erk |
| US7244861B2 (en) * | 2001-03-30 | 2007-07-17 | Eisai Co., Ltd. | Benzene compound and salt thereof |
| WO2002080899A1 (fr) * | 2001-03-30 | 2002-10-17 | Eisai Co., Ltd. | Agent de traitement de maladie digestive |
| WO2002098840A1 (en) * | 2001-06-04 | 2002-12-12 | Eisai Co., Ltd. | Carboxylic acid derivative and medicine comprising salt or ester of the same |
| TW591020B (en) | 2001-06-20 | 2004-06-11 | Wyeth Corp | 6-(aryl-amido or aryl-amidomethyl)-naphthalen-2-yloxy-acidic derivatives as inhibitors of plasminogen activator inhibitor type-1 (PAI-1) |
| AU2002342607B2 (en) | 2001-08-06 | 2006-10-19 | Pharmacia Italia S.P.A. | Aminoisoxazole derivatives active as kinase inhibitors |
| AR034897A1 (es) * | 2001-08-07 | 2004-03-24 | Hoffmann La Roche | Derivados n-monoacilados de o-fenilendiaminas, sus analogos heterociclicos de seis miembros y su uso como agentes farmaceuticos |
| US7371777B2 (en) * | 2001-08-17 | 2008-05-13 | Eisai Co., Ltd. | Cyclic compound and PPAR agonist |
| CA2515235A1 (en) * | 2003-02-10 | 2004-08-19 | Bayer Healthcare Ag | Bis(hetero)aryl carboxamide derivatives for use as pgi2 antagonists |
| DE102004051277A1 (de) * | 2004-10-21 | 2006-04-27 | Merck Patent Gmbh | Heterocyclische Carbonylverbindungen |
| JP2006176443A (ja) * | 2004-12-22 | 2006-07-06 | Shionogi & Co Ltd | メラニン凝集ホルモン受容体アンタゴニスト |
| WO2008046072A2 (en) * | 2006-10-13 | 2008-04-17 | The Board Of Regents Of The University Of Texas System | Chemical inducers of neurogenesis |
-
2006
- 2006-12-27 KR KR1020060135390A patent/KR101394245B1/ko not_active Expired - Fee Related
- 2006-12-28 ES ES06835537T patent/ES2436103T3/es active Active
- 2006-12-28 EP EP06835537.9A patent/EP1971600B1/en not_active Not-in-force
- 2006-12-28 WO PCT/KR2006/005837 patent/WO2007078113A1/en not_active Ceased
- 2006-12-28 JP JP2008548427A patent/JP5246499B2/ja active Active
- 2006-12-28 US US12/159,718 patent/US7915297B2/en not_active Expired - Fee Related
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