DK2998296T3 - Cycloalkylsyrederivat, fremgangsmåde til fremstilling deraf og farmaceutisk anvendelse deraf - Google Patents
Cycloalkylsyrederivat, fremgangsmåde til fremstilling deraf og farmaceutisk anvendelse deraf Download PDFInfo
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- DK2998296T3 DK2998296T3 DK14798044.5T DK14798044T DK2998296T3 DK 2998296 T3 DK2998296 T3 DK 2998296T3 DK 14798044 T DK14798044 T DK 14798044T DK 2998296 T3 DK2998296 T3 DK 2998296T3
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Claims (17)
- CYCLOALKYLSYREDERIVAT, FREMGANGSMÅDE TIL FREMSTILLING DERAF OG FARMACEUTISK ANVENDELSE DERAF1. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf:(U hvori: ring A er cycloalkyl, hvori cycloalkylen eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, amino, hydroxy, oxo, alkyl, haloalkyl, hydroxyalkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl, carboxyl og alkoxycarbonyl; W1 er N eller CRa; W2 er N eller CRb; W3 er N eller CRc; Ra, Rb og Rc hver uafhængigt er udvalgt fra gruppen bestående af hydrogen, halogen, cyano, nitro, alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, heteroaryl, -OR4, -S(0)mR4, -C(0)R4, -C(0)0R4, -C(0)NR5R6, -NR5R6 og -NR5C(0)R6, hvori alkylen, alkenylen, alkynylen, cycloalkylen, heterocyclylen, arylen og heteroarylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra halogen, cyano, nitro, oxo, alkyl, haloalkyl, hydroxyalkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, heteroaryl, -0R4, -S(0)mR4, -C(0)R4, -C(0)0R4, -C(0)NR5R6, -NR5R6 og -NR5C(0)R6; RI er hydrogen eller alkyl; R2 og R3 hver uafhængigt er udvalgt fra gruppen bestående af hydrogen, halogen, cyano, nitro, alkyl, haloalkyl og hydroxyalkyl; R4 er udvalgt fra gruppen bestående af hydrogen, alkyl, halogen, cycloalkyl, heterocyclyl, aryl og heteroaryl, hvori alkylen, cycloalkylen, heterocyclylen, arylen og heteroarylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, hydroxy, oxo, alkyl, haloalkyl, hydroxyalkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl, carboxyl, alkoxycarbonyl, -C(0)NR5R6, -NR5R6 og -NR5C(0)R6; R5 og R6 hver uafhængigt er udvalgt fra gruppen bestående af hydrogen, alkyl, cycloalkyl, heterocyclyl, aryl og heteroaryl, hvori alkylen, cycloalkylen, heterocyclylen, arylen og heteroarylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, amino, hydroxy, oxo, alkyl, haloalkyl, hydroxyalkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl, carboxyl og alkoxycarbonyl; og m er 0, 1 eller 2.
- 2. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 1, hvori ring A er cycloalkyl, fortrinsvis cyclopropyl, cyclobutyl eller cyclopentyl.
- 3. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 1 eller 2, hvori Rc er udvalgt fra gruppen bestående af hydrogen, halogen, cyano, alkyl, cycloalkyl, aryl, -OR4, -NR5R6 og -NR5C(0)R6, hvori alkylen, cycloalkylen og arylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, oxo, alkyl, haloalkyl, hydroxyalkyl, cycloalkyl og heterocyclyl; hvori R4 til R6 er defineret som i krav 1.
- 4. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 3, hvori Rc er udvalgt fra gruppen bestående af hydrogen, halogen, alkyl og haloalkyl.
- 5. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 4, hvori R2 er hydrogen.
- 6. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 5, hvori R3 er hydrogen eller halogen.
- 7. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 1, som er en forbindelse med formlen (II) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf:(11) hvori: Rc, R2 og R3 er som defineret i krav 1.
- 8. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 1, som er en forbindelse med formlen (ΙΠ) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf:W) hvori: Rc, R2 og R3 er som defineret i formel (I).
- 9. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 1, som er en forbindelse med formlen (IV) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf:(IV) hvori: Rc, R2 og R3 er som defineret i formel (I).
- 10. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 9, hvori forbindelsen er udvalgt fra gruppen bestående af:
- 11. Fremgangsmåde til fremstilling af forbindelsen med formlen (I) ifølge krav 1 eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf omfattende trinnene med:omsætning af en forbindelse med formlen (IA) med en forbindelse med formlen (IB) via en substitutionsreaktion, eventuel hydrolyse af det resulterende produkt under et alkalisk forhold, så der opnås forbindelsen med formlen (I); hvori: X er en leaving-gruppe, fortrinsvis halogen; Y er et hydrogen- eller natriumatom; ring A, W1 til W3 og RI til R3 er som defineret i krav 1.
- 12. Forbindelse med formlen (I-A) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf:(I-A) hvori: Y er et hydrogen- eller natriumatom; W1 er N; W2 er CRb; W3 er N eller CRc; Rb er hydrogen; R2 og R3 hver uafhængigt er hydrogen; Rc er alkyl eller alkoxy, hvori alkylen og alkoxyen hver er substitueret med en eller flere grupper udvalgt fra gruppen bestående af cyano og -OR4; R4 er udvalgt fra gruppen bestående af hydrogen, alkyl, halogen, cycloalkyl, heterocyclyl, aryl og heteroaryl, hvori alkylen, cycloalkylen, heterocyclylen, arylen og heteroarylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, hydroxy, oxo, alkyl, haloalkyl, hydroxyalkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl, carboxyl, alkoxycarbonyl, -C(0)NR5R6, -NR5R6 og -NR5C(0)R6; R5 og R6 hver uafhængigt er udvalgt fra gruppen bestående af hydrogen, alkyl, halogen, cycloalkyl, heterocyclyl, aryl og heteroaryl, hvori alkylen, cycloalkylen, heterocyclylen, arylen og heteroarylen hver eventuelt er substitueret med en eller flere grupper udvalgt fra gruppen bestående af halogen, cyano, nitro, amino, hydroxy, oxo, alkyl, haloalkyl, hydroxyalkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl, carboxyl, alkoxycarbonyl; og m er 0, 1 eller 2.
- 13. Forbindelse med formlen (IA) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge krav 12, hvori forbindelsen er udvalgt fra gruppen bestående af:
- 14. Farmaceutisk sammensætning omfattende en terapeutisk effektiv mængde af forbindelsen med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf følge et hvilket som helst af kravene 1 til 10 og et farmaceutisk acceptabelt bærestof, fortyndingsmiddel eller hjælpestof.
- 15. Farmaceutisk sammensætning ifølge krav 14 endvidere omfattende en eller flere yderligere urinsyresænkende lægemidler udvalgt fra gruppen bestående af URAT1-hæmmere, xanthinoxidase-hæmmere, xanthindehydrogenase- og xanthinoxidoreductase-hæmmere, fortrinsvis allopurinol, febuxostat eller FYX-051.
- 16. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 10 eller farmaceutisk sammensætning ifølge krav 14 eller 15 til anvendelse som medikament til mindskning af serumurinssyreniveauer.
- 17. Forbindelse med formlen (I) eller en tautomer, mesomer, racemat, enantiomer, diastereomer eller blanding deraf eller et farmaceutisk acceptabelt salt deraf ifølge et hvilket som helst af kravene 1 til 10 eller farmaceutisk sammensætning ifølge krav 14 eller 15 til anvendelse som medikament til behandling eller forebyggelse af de sygdomme, der er kendetegnet ved abnorme urinsyreniveauer, hvori sygdommene er udvalgt fra gruppen bestående af arthritis urica, recidiverende anfald af arthritis urica, urinsyregigt, hyperuricæmi, hypertension, kardiovaskulær sygdom, koronarsklerose, Lesch-Nyhan-syndrom, Kelley-Seegmiller-syndrom, nyresygdom, nyresten, nyresvigt, ledbetændelse, arthritis, urolithiasis, blyforgiftning, hyperparathyroidisme, psoriasis, sarcoidose og hypoxanthin-guanin-phosphoribosyltransferase-mangel, fortrinsvis arthritis urica eller hyperuricæmi.
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CN201310174990 | 2013-05-13 | ||
PCT/CN2014/076447 WO2014183555A1 (zh) | 2013-05-13 | 2014-04-29 | 环烷基甲酸类衍生物、其制备方法及其在医药上的应用 |
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JP (1) | JP6440690B2 (da) |
KR (1) | KR102240158B1 (da) |
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AU (1) | AU2014267974B2 (da) |
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AU2016269359B2 (en) * | 2015-05-27 | 2020-02-06 | Jiangsu Hengrui Medicine Co., Ltd. | Sodium salt of uric acid transporter inhibitor and crystalline form thereof |
MX2018004109A (es) | 2015-10-05 | 2018-09-27 | Univ Columbia | Activadores de flujo autofágico y fosfolipasa d y depuración de acumulaciones de proteína que incluyen tau y tratamiento de proteinopatías. |
WO2017097182A1 (zh) * | 2015-12-07 | 2017-06-15 | 成都海创药业有限公司 | 喹啉类化合物及其制备方法和作为尿酸盐转运体抑制剂类药物的用途 |
CN107286156A (zh) * | 2016-04-05 | 2017-10-24 | 江苏新元素医药科技有限公司 | 新型urat1抑制剂及其在医药上的应用 |
WO2018090921A1 (zh) | 2016-11-16 | 2018-05-24 | 江苏新元素医药科技有限公司 | Urat1抑制剂及其应用 |
CN108201529B (zh) * | 2016-12-16 | 2021-10-08 | 江苏恒瑞医药股份有限公司 | 一种含有尿酸转运蛋白抑制剂的药物组合物及其制备方法 |
JP6892968B2 (ja) * | 2017-11-23 | 2021-06-23 | メッドシャイン ディスカバリー インコーポレイテッド | Urat1阻害剤の結晶形及びその製造方法 |
CN110452168B (zh) * | 2018-05-07 | 2022-03-15 | 中国医学科学院药物研究所 | N-苯基-n-喹啉羧酸类化合物及其制法和药物用途 |
CN110467571B (zh) * | 2018-05-11 | 2021-02-26 | 江苏恒瑞医药股份有限公司 | 一种制备环烷基甲酸类衍生物或其可药用盐的方法 |
AU2019370062A1 (en) * | 2018-11-02 | 2021-05-20 | Jiangsu Hengrui Medicine Co., Ltd. | Joint use of compound a and compound B in preparation of medications for treatment of gout or hyperuricemia |
CN111943957B (zh) * | 2019-05-17 | 2023-01-06 | 中国医学科学院药物研究所 | 喹啉甲酰胺类化合物及其制备方法和用途 |
CN114315715B (zh) * | 2020-09-29 | 2024-02-20 | 杭州中美华东制药有限公司 | 一类urat1抑制剂及其制备方法与应用 |
CN115385854B (zh) * | 2021-05-19 | 2024-04-09 | 江苏正大清江制药有限公司 | 一种喹啉巯乙酸磺酰胺类衍生物的制备及其应用 |
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GB0112834D0 (en) | 2001-05-25 | 2001-07-18 | Smithkline Beecham Plc | Medicaments |
AR051780A1 (es) | 2004-11-29 | 2007-02-07 | Japan Tobacco Inc | Compuestos en anillo fusionados que contienen nitrogeno y utilizacion de los mismos |
TW200716132A (en) | 2005-05-03 | 2007-05-01 | Smithkline Beecham Corp | Novel chemical compounds |
ES2470341T3 (es) | 2007-04-05 | 2014-06-23 | Amgen, Inc | Moduladores de la aurora cinasa y método de uso |
TW200916098A (en) | 2007-06-14 | 2009-04-16 | Teijin Pharma Ltd | Agent for lowering uric acid level |
KR101411806B1 (ko) | 2007-11-27 | 2014-06-24 | 아디아 바이오사이언스즈 인크. | 신규한 화합물 및 조성물과 사용 방법 |
WO2010044403A1 (ja) | 2008-10-15 | 2010-04-22 | キッセイ薬品工業株式会社 | 5員環ヘテロアリール誘導体及びその医薬用途 |
EP2488020B1 (en) | 2009-10-13 | 2016-12-14 | Wellstat Therapeutics Corporation | 3-substituted compounds for reducing uric acid |
AR081930A1 (es) | 2010-06-16 | 2012-10-31 | Ardea Biosciences Inc | Compuestos de tioacetato |
EP2582664A4 (en) * | 2010-06-16 | 2014-07-09 | Ardea Biosciences Inc | PHENYL THIOACETATE COMPOUNDS AND COMPOSITIONS AND METHOD FOR THEIR USE |
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PT2998296T (pt) | 2018-06-15 |
US20160108035A1 (en) | 2016-04-21 |
CA2923269A1 (en) | 2014-11-20 |
WO2014183555A1 (zh) | 2014-11-20 |
MX362747B (es) | 2019-02-05 |
LT2998296T (lt) | 2018-08-10 |
NO2998296T3 (da) | 2018-08-11 |
JP2016520072A (ja) | 2016-07-11 |
KR102240158B1 (ko) | 2021-04-15 |
AU2014267974B2 (en) | 2018-08-30 |
MX2015015393A (es) | 2016-03-15 |
BR112015027303B1 (pt) | 2023-04-25 |
TR201807104T4 (tr) | 2018-06-21 |
HK1205118A1 (zh) | 2015-12-11 |
BR112015027303A2 (da) | 2017-09-05 |
CN104470898B (zh) | 2016-04-06 |
TWI654172B (zh) | 2019-03-21 |
US9637484B2 (en) | 2017-05-02 |
ES2668721T3 (es) | 2018-05-21 |
AU2014267974A1 (en) | 2015-11-12 |
EP2998296B1 (en) | 2018-03-14 |
PL2998296T3 (pl) | 2018-12-31 |
HUE037512T2 (hu) | 2018-08-28 |
EP2998296A4 (en) | 2016-12-14 |
CA2923269C (en) | 2023-02-14 |
KR20160006207A (ko) | 2016-01-18 |
JP6440690B2 (ja) | 2018-12-19 |
CY1120515T1 (el) | 2019-07-10 |
CN104470898A (zh) | 2015-03-25 |
TW201443010A (zh) | 2014-11-16 |
EP2998296A1 (en) | 2016-03-23 |
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