JP7051853B2 - ヘテロアリールフェノキシベンズアミドカッパオピオイドリガンド - Google Patents
ヘテロアリールフェノキシベンズアミドカッパオピオイドリガンド Download PDFInfo
- Publication number
- JP7051853B2 JP7051853B2 JP2019528746A JP2019528746A JP7051853B2 JP 7051853 B2 JP7051853 B2 JP 7051853B2 JP 2019528746 A JP2019528746 A JP 2019528746A JP 2019528746 A JP2019528746 A JP 2019528746A JP 7051853 B2 JP7051853 B2 JP 7051853B2
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- Prior art keywords
- methyl
- pyrazole
- phenoxy
- pyrrolidine
- benzamide
- 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.)
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- 239000003446 ligand Substances 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 287
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- 150000003839 salts Chemical class 0.000 claims description 120
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 113
- 208000035475 disorder Diseases 0.000 claims description 97
- 239000007787 solid Substances 0.000 claims description 82
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 55
- 238000011282 treatment Methods 0.000 claims description 46
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- QUCWSTIZYTWCGA-UHFFFAOYSA-N 4-[4-[[2-(1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methyl]phenoxy]-2-hydroxybenzamide Chemical compound CN1N=C(C(=C1)C1N(CCC1)CC1=CC=C(OC2=CC(=C(C(=O)N)C=C2)O)C=C1)C QUCWSTIZYTWCGA-UHFFFAOYSA-N 0.000 claims description 8
- 238000001237 Raman spectrum Methods 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
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- OGMYYCWARGFVKM-UHFFFAOYSA-N 4-[4-[[2-(1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methyl]phenoxy]-3-fluorobenzamide Chemical compound CN1N=C(C(=C1)C1N(CCC1)CC1=CC=C(OC2=C(C=C(C(=O)N)C=C2)F)C=C1)C OGMYYCWARGFVKM-UHFFFAOYSA-N 0.000 claims description 6
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- UJVMLLWLWLEAHP-UHFFFAOYSA-N 4-[4-[[2-(1,5-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methyl]phenoxy]-3-fluorobenzamide Chemical compound CN1N=CC(=C1C)C1N(CCC1)CC1=CC=C(OC2=C(C=C(C(=O)N)C=C2)F)C=C1 UJVMLLWLWLEAHP-UHFFFAOYSA-N 0.000 claims description 2
- RRRUFRKZUVECCY-FQEVSTJZSA-N 4-[4-[[(2S)-2-(2,5-dimethylpyrazol-3-yl)pyrrolidin-1-yl]methyl]phenoxy]-3-fluorobenzamide Chemical compound CN1N=C(C=C1[C@H]1N(CCC1)CC1=CC=C(OC2=C(C=C(C(=O)N)C=C2)F)C=C1)C RRRUFRKZUVECCY-FQEVSTJZSA-N 0.000 claims 1
- IXMKDJZDFZJLRE-UHFFFAOYSA-N 4-[4-[[2-(1,5-dimethylpyrazol-3-yl)pyrrolidin-1-yl]methyl]phenoxy]-3-fluorobenzamide Chemical compound CN1N=C(C=C1C)C1CCCN1CC1=CC=C(OC2=CC=C(C=C2F)C(N)=O)C=C1 IXMKDJZDFZJLRE-UHFFFAOYSA-N 0.000 claims 1
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| JP2011524850A (ja) | 2008-01-22 | 2011-09-08 | イーライ リリー アンド カンパニー | κ選択的オピオイド受容体アンタゴニスト |
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| IT1303737B1 (it) | 1998-11-11 | 2001-02-23 | Smithkline Beecham Spa | Derivati fenilpiperidinici procedimento per la loro preparazione eloro uso come ligandi del recettore orl-1. |
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| US7365209B2 (en) | 2003-02-11 | 2008-04-29 | Pharmacopeia, Inc. | Nitrogen heterocycle biaryls for osteoporosis and other diseases |
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| JP4736043B2 (ja) | 2003-03-14 | 2011-07-27 | 小野薬品工業株式会社 | 含窒素複素環誘導体およびそれらを有効成分とする薬剤 |
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| EP1849835B1 (en) | 2005-02-18 | 2017-08-30 | Nippon Soda Co., Ltd. | Organic-inorganic composite body |
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| US8048895B2 (en) | 2008-04-18 | 2011-11-01 | Research Triangle Institute | Kappa opioid receptor ligands |
| CA3031835C (en) | 2008-06-27 | 2021-09-07 | Celgene Car Llc | Heteroaryl compounds and uses thereof |
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| HN2010001319A (es) | 2009-01-26 | 2013-01-15 | Lilly Co Eli | Antagonista del receptor opioide selectivo kappa |
| WO2013059648A1 (en) | 2011-10-21 | 2013-04-25 | Neurotherapeutics Pharma, Inc. | 2,3,5 trisubstituted aryl and heteroaryl amino derivatives, compositions, and methods of use |
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| WO2015109080A1 (en) | 2014-01-15 | 2015-07-23 | Research Triangle Institute | Kappa-opioid receptor selective opioid receptor antagonists |
| US10118896B2 (en) | 2014-11-26 | 2018-11-06 | University Of Kansas | Antagonists of the kappa opioid receptor |
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| PL3544972T3 (pl) | 2023-07-24 |
| CN110234638B (zh) | 2022-10-21 |
| MX2019006220A (es) | 2019-10-07 |
| AU2017365123B2 (en) | 2022-02-17 |
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