JP2015518048A5 - - Google Patents
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- Publication number
- JP2015518048A5 JP2015518048A5 JP2015515133A JP2015515133A JP2015518048A5 JP 2015518048 A5 JP2015518048 A5 JP 2015518048A5 JP 2015515133 A JP2015515133 A JP 2015515133A JP 2015515133 A JP2015515133 A JP 2015515133A JP 2015518048 A5 JP2015518048 A5 JP 2015518048A5
- Authority
- JP
- Japan
- Prior art keywords
- dimethyldispiro
- carboxamide
- amino
- salt
- compound
- 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
- 150000001875 compounds Chemical class 0.000 claims 30
- 150000003839 salts Chemical class 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 229910052736 halogen Inorganic materials 0.000 claims 14
- 150000002367 halogens Chemical group 0.000 claims 14
- 208000010877 cognitive disease Diseases 0.000 claims 8
- 208000027061 mild cognitive impairment Diseases 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- 208000024827 Alzheimer disease Diseases 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- FVLGCKAZTKQUNT-NRFANRHFSA-N n-[(4'r)-2''-amino-2',2'-dimethyldispiro[cyclopropane-1,3'-chromene-4',4''-[1,3]oxazol]-6'-yl]-5-methoxypyrazine-2-carboxamide Chemical compound C1=NC(OC)=CN=C1C(=O)NC1=CC=C(OC(C)(C)C2(CC2)[C@@]23N=C(N)OC3)C2=C1 FVLGCKAZTKQUNT-NRFANRHFSA-N 0.000 claims 2
- INWIVMOTHPFWNU-NRFANRHFSA-N n-[(4s)-2-amino-2',2'-dimethyldispiro[1,3-oxazole-4,4'-chromene-3',3''-oxetan]-6'-yl]-5-chloropyrid ine-2-carboxamide Chemical compound C1OCC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(Cl)C=N1 INWIVMOTHPFWNU-NRFANRHFSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- GPWZMCGYHYETLO-UHFFFAOYSA-N C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=CC=C(C#N)C=N1 Chemical compound C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=CC=C(C#N)C=N1 GPWZMCGYHYETLO-UHFFFAOYSA-N 0.000 claims 1
- FSJTVQBTRXXXMC-UHFFFAOYSA-N C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=CC=C(F)C=N1 Chemical compound C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=CC=C(F)C=N1 FSJTVQBTRXXXMC-UHFFFAOYSA-N 0.000 claims 1
- OKNLKKUCXCACGI-UHFFFAOYSA-N C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=NC=C(Br)C=N1 Chemical compound C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=NC=C(Br)C=N1 OKNLKKUCXCACGI-UHFFFAOYSA-N 0.000 claims 1
- NNCFJTIUQAEALJ-UHFFFAOYSA-N C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=NC=C(Cl)C=C1F Chemical compound C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=NC=C(Cl)C=C1F NNCFJTIUQAEALJ-UHFFFAOYSA-N 0.000 claims 1
- SUARPGUFOBBSJS-NRFANRHFSA-N C1CC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(Cl)C=N1 Chemical compound C1CC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(Cl)C=N1 SUARPGUFOBBSJS-NRFANRHFSA-N 0.000 claims 1
- KFVQLLMGMYDUOM-NRFANRHFSA-N C1CC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(F)C=N1 Chemical compound C1CC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(F)C=N1 KFVQLLMGMYDUOM-NRFANRHFSA-N 0.000 claims 1
- CWCLNAMDVBTHAU-NRFANRHFSA-N C1OCC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(Br)C=N1 Chemical compound C1OCC1([C@@]1(N=C(N)OC1)C1=C2)C(C)(C)OC1=CC=C2NC(=O)C1=CC=C(Br)C=N1 CWCLNAMDVBTHAU-NRFANRHFSA-N 0.000 claims 1
- WTTPTTMLIGTSRC-UHFFFAOYSA-N CC1=CC(Cl)=CN=C1C(=O)NC1=CC=C(OC(C)(C)C2(COC2)C23N=C(N)OC3)C2=C1 Chemical compound CC1=CC(Cl)=CN=C1C(=O)NC1=CC=C(OC(C)(C)C2(COC2)C23N=C(N)OC3)C2=C1 WTTPTTMLIGTSRC-UHFFFAOYSA-N 0.000 claims 1
- -1 N-[(4S) -2-amino-2 ′, 2′-dimethyldispiro [1,3-oxazol-4,4′-chromene-3 ′, 3 ′′ -oxetane] -6′-yl] -5 -Chloropyridine-2-carboxamide hydrate Chemical compound 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000036571 hydration Effects 0.000 claims 1
- 238000006703 hydration reaction Methods 0.000 claims 1
- INWIVMOTHPFWNU-UHFFFAOYSA-N n-(2-amino-2',2'-dimethyldispiro[1,3-oxazole-4,4'-chromene-3',3''-oxetan]-6'-yl)-5-chloro pyridine-2-carboxamide Chemical compound C1=C2C3(N=C(N)OC3)C3(COC3)C(C)(C)OC2=CC=C1NC(=O)C1=CC=C(Cl)C=N1 INWIVMOTHPFWNU-UHFFFAOYSA-N 0.000 claims 1
- WZWNQLAVZZUSHH-NRFANRHFSA-N n-[(4s)-2-amino-2',2'-dimethyldispiro[1,3-oxazole-4,4'-chromene-3',3''-oxetan]-6'-yl]-5-methoxypy razine-2-carboxamide Chemical compound C1=NC(OC)=CN=C1C(=O)NC1=CC=C(OC(C)(C)C2(COC2)[C@@]23N=C(N)OC3)C2=C1 WZWNQLAVZZUSHH-NRFANRHFSA-N 0.000 claims 1
- WZWNQLAVZZUSHH-UHFFFAOYSA-N n-[2-amino-2',2'-dimethyldispiro[1,3-oxazole-4,4'-chromene-3',3''-oxetan]-6'-yl]-5-methoxypyrazine-2-carboxamide Chemical compound C1=NC(OC)=CN=C1C(=O)NC1=CC=C(OC(C)(C)C2(COC2)C23N=C(N)OC3)C2=C1 WZWNQLAVZZUSHH-UHFFFAOYSA-N 0.000 claims 1
- 125000003566 oxetanyl group Chemical group 0.000 claims 1
- 238000000634 powder X-ray diffraction Methods 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261653321P | 2012-05-30 | 2012-05-30 | |
| US61/653,321 | 2012-05-30 | ||
| US201361782038P | 2013-03-14 | 2013-03-14 | |
| US61/782,038 | 2013-03-14 | ||
| PCT/US2013/043016 WO2013181202A2 (en) | 2012-05-30 | 2013-05-29 | Chromane compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2015518048A JP2015518048A (ja) | 2015-06-25 |
| JP2015518048A5 true JP2015518048A5 (enExample) | 2016-07-14 |
Family
ID=49674034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015515133A Pending JP2015518048A (ja) | 2012-05-30 | 2013-05-29 | クロマン化合物 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8975415B2 (enExample) |
| EP (1) | EP2854797A4 (enExample) |
| JP (1) | JP2015518048A (enExample) |
| KR (1) | KR20150023536A (enExample) |
| CN (1) | CN104394862A (enExample) |
| AR (1) | AR091203A1 (enExample) |
| AU (1) | AU2013267555A1 (enExample) |
| BR (1) | BR112014029597A2 (enExample) |
| CA (1) | CA2873678A1 (enExample) |
| EA (1) | EA026380B1 (enExample) |
| HK (1) | HK1208817A1 (enExample) |
| MX (1) | MX2014014066A (enExample) |
| SG (1) | SG11201407796YA (enExample) |
| TW (1) | TW201408672A (enExample) |
| WO (1) | WO2013181202A2 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR091203A1 (es) | 2012-05-30 | 2015-01-21 | Astellas Pharma Inc | Compuestos de cromano |
| AR102202A1 (es) | 2014-10-07 | 2017-02-08 | Astrazeneca Ab | Compuestos de oxazol y su uso como inhibidores de bace de oxazol |
| CN110818694B (zh) * | 2019-11-18 | 2023-04-21 | 上海医药工业研究院有限公司 | 艾拉普林中间体及其应用 |
| CN110713483B (zh) * | 2019-11-18 | 2023-04-07 | 上海医药工业研究院 | 艾拉普林中间体及艾拉普林的制备方法 |
| CN110724135B (zh) * | 2019-11-18 | 2023-04-28 | 上海医药工业研究院有限公司 | 一种艾拉普林中间体及其制备方法 |
| CN110790753B (zh) * | 2019-11-18 | 2023-04-07 | 上海医药工业研究院 | 艾拉普林对甲苯磺酸盐、其制备方法和应用 |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1194449B1 (en) | 1999-06-28 | 2010-09-22 | Oklahoma Medical Research Foundation | Inhibitors of memapsin 2 and use thereof |
| US20040121947A1 (en) | 2000-12-28 | 2004-06-24 | Oklahoma Medical Research Foundation | Compounds which inhibit beta-secretase activity and methods of use thereof |
| AU2002359301B2 (en) | 2001-10-23 | 2008-07-03 | Comentis, Inc. | Beta-secretase inhibitors and methods of use |
| US7700603B2 (en) | 2003-12-15 | 2010-04-20 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| SG163508A1 (en) | 2003-12-15 | 2010-08-30 | Schering Corp | Heterocyclic aspartyl protease inhibitors |
| WO2007100536A1 (en) | 2006-02-24 | 2007-09-07 | Wyeth | DIHYDROSPIRO[DIBENZO[A,D][7]ANNULENE-5,4'-IMIDAZOL] COMPOUNDS FOR THE INHIBITION OF β-SECRETASE |
| WO2010013302A1 (ja) * | 2008-07-28 | 2010-02-04 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | スピロアミノジヒドロチアジン誘導体 |
| WO2010013794A1 (en) | 2008-07-28 | 2010-02-04 | Eisai R&D Management Co., Ltd. | Spiroaminodihydrothiazine derivatives |
| JP5444240B2 (ja) * | 2008-07-28 | 2014-03-19 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | スピロアミノジヒドロチアジン誘導体 |
| EP2324032B1 (en) * | 2008-08-19 | 2014-10-01 | Vitae Pharmaceuticals, Inc. | Inhibitors of beta-secretase |
| US8426447B2 (en) * | 2008-09-11 | 2013-04-23 | Amgen Inc. | Spiro-tricyclic ring compounds as beta-secretase modulators and methods of use |
| EA020875B1 (ru) | 2009-03-13 | 2015-02-27 | Вайтаи Фармасьютиклз, Инк. | Ингибиторы бета-секретазы |
| US8461160B2 (en) * | 2009-05-08 | 2013-06-11 | Hoffmann-La Roche, Inc. | Dihydropyrimidinones |
| WO2011072064A1 (en) * | 2009-12-08 | 2011-06-16 | Array Biopharma Inc. | S piro [chroman - 4, 4 ' - imidazol] ones as beta - secretase inhibitors |
| US8889703B2 (en) * | 2010-02-24 | 2014-11-18 | Vitae Pharmaceuticals, Inc. | Inhibitors of beta-secretase |
| JP5584352B2 (ja) * | 2010-03-15 | 2014-09-03 | アムジエン・インコーポレーテツド | β−セクレターゼ調節剤としてのアミノ−ジヒドロオキサジン系およびアミノ−ジヒドロチアジン系スピロ化合物ならびにそれらの医学的用途 |
| US8883782B2 (en) * | 2010-03-15 | 2014-11-11 | Amgen Inc. | Spiro-tetracyclic ring compounds as beta-secretase modulators and methods of use |
| WO2011123674A1 (en) * | 2010-03-31 | 2011-10-06 | Array Biopharma Inc. | Compounds for treating neurodegenerative diseases |
| WO2011130741A1 (en) | 2010-04-16 | 2011-10-20 | Array Biopharma Inc. | Compounds for treating neurodegenerative diseases |
| TW201219400A (en) | 2010-09-24 | 2012-05-16 | Array Biopharma Inc | Compounds for treating neurodegenerative diseases |
| TW201300380A (zh) | 2010-10-19 | 2013-01-01 | Comentis Inc | 抑制β－分泌酶活性之噁二唑化合物及其使用方法 |
| WO2012071458A1 (en) | 2010-11-22 | 2012-05-31 | Array Biopharma Inc. | Heterocyclic inhibitors of beta - secretase for the treatment of neurodegenerative diseases |
| EP2643325A1 (en) | 2010-11-23 | 2013-10-02 | Amgen Inc. | Spiro-amino-imidazolone and spiro-amino-dihydro-pyrimidinone compounds as beta-secretase modulators and methods of use |
| US8415483B2 (en) | 2010-12-22 | 2013-04-09 | Astrazeneca Ab | Compounds and their use as BACE inhibitors |
| US9346827B2 (en) | 2011-02-07 | 2016-05-24 | Amgen Inc. | 5-amino-oxazepine and 5-amino-thiazepane compounds as beta secretase antagonists and methods of use |
| US8962859B2 (en) | 2011-02-15 | 2015-02-24 | Amgen Inc. | Spiro-amino-imidazo-fused heterocyclic compounds as beta-secretase modulators and methods of use |
| US9079919B2 (en) | 2011-05-27 | 2015-07-14 | Hoffmann-La Roche Inc. | Spiro-[1,3]-oxazines and spiro-[1,4]-oxazepines as BACE1 and/or BACE2 inhibitors |
| JP2014526560A (ja) | 2011-09-21 | 2014-10-06 | アムジエン・インコーポレーテツド | β‐セクレターゼ調節因子としてのアミノオキサジン化合物およびアミノジヒドロチアジン化合物および使用方法 |
| WO2013054108A1 (en) | 2011-10-10 | 2013-04-18 | Astrazeneca Ab | Mono-fluoro beta-secretase inhibitors |
| AR091203A1 (es) | 2012-05-30 | 2015-01-21 | Astellas Pharma Inc | Compuestos de cromano |
| EP2669286A1 (en) | 2012-05-31 | 2013-12-04 | Ares Trading S.A. | Spiro tetrahydro-benzothiophen derivatives useful for the treatment of neurodegenerative diseases |
-
2013
- 2013-05-29 AR ARP130101885 patent/AR091203A1/es unknown
- 2013-05-29 CN CN201380028374.8A patent/CN104394862A/zh active Pending
- 2013-05-29 EA EA201492271A patent/EA026380B1/ru not_active IP Right Cessation
- 2013-05-29 WO PCT/US2013/043016 patent/WO2013181202A2/en not_active Ceased
- 2013-05-29 KR KR20147036874A patent/KR20150023536A/ko not_active Withdrawn
- 2013-05-29 AU AU2013267555A patent/AU2013267555A1/en not_active Abandoned
- 2013-05-29 HK HK15109582.8A patent/HK1208817A1/xx unknown
- 2013-05-29 JP JP2015515133A patent/JP2015518048A/ja active Pending
- 2013-05-29 BR BR112014029597A patent/BR112014029597A2/pt not_active IP Right Cessation
- 2013-05-29 SG SG11201407796YA patent/SG11201407796YA/en unknown
- 2013-05-29 MX MX2014014066A patent/MX2014014066A/es unknown
- 2013-05-29 EP EP13797843.3A patent/EP2854797A4/en not_active Withdrawn
- 2013-05-29 CA CA2873678A patent/CA2873678A1/en not_active Abandoned
- 2013-05-30 TW TW102119181A patent/TW201408672A/zh unknown
-
2014
- 2014-02-27 US US14/192,667 patent/US8975415B2/en not_active Expired - Fee Related
-
2015
- 2015-01-22 US US14/603,110 patent/US9242973B2/en not_active Expired - Fee Related