RU2005101426A - Производные 2-циано-4-фторпирролидина или его соль - Google Patents
Производные 2-циано-4-фторпирролидина или его соль Download PDFInfo
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- RU2005101426A RU2005101426A RU2005101426/04A RU2005101426A RU2005101426A RU 2005101426 A RU2005101426 A RU 2005101426A RU 2005101426/04 A RU2005101426/04 A RU 2005101426/04A RU 2005101426 A RU2005101426 A RU 2005101426A RU 2005101426 A RU2005101426 A RU 2005101426A
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- pyrrolidin
- fluoro
- carbonitrile
- acetyl
- amino
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- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A61P3/00—Drugs for disorders of the metabolism
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- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07—ORGANIC CHEMISTRY
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
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Claims (10)
1. Производное 2-циано-4-фторпирролидина, представленное следующей общей формулой (I), или его фармацевтически приемлемая соль:
где А представляет собой пиперидин-4-ил, оксетан-3-ил, пирролидин-3-ил, тетрагидро-2Н-пиран-4-ил, пиразолидин-4-ил, 1,3-диоксан-5-ил, 8-азабицикло[3.2.1]окт-3-ил или тетрагидро-2Н-тиопиран-4-ил, каждый из которых может быть замещен, за исключением пиперидин-4-ила, который замещен группой, выбранной из группы, включающей пропан-2-сульфонил, 2,4,6-триметилбензолсульфонил, фенилметансульфонил, 2-нафталин-1-илэтансульфонил, 7,7-диметил-6-оксонорборнан-1-илметансульфонил, 4-фторфенил, 3,5-дифторфенил, 4-нитрофенил, 4-трифторметилфенил, 4-цианофенил, 4-циано-3-фторфенил, 4-циано-3,5-дифторфенил, 3-циано-5-фторфенил, бензоксазол-2-ил и бензил; пирролидин-3-ила, который замещен группой, выбранной из группы, включающей пропан-2-сульфонил, 3-цианопиридин-6-ил, 4-трифторметилфенил, 4-фторфенил и 4-фторбензил; и 8-азабицикло[3.2.1]окт-3-ила, который замещен этоксикарбонилом.
2. Соединение по п.1, где А представляет собой пиперидин-4-ил или 8-азабицикло[3.2.1]окт-3-ил, каждый из которых может быть замещен.
3. Соединение по п.2, где А представляет собой группу следующей общей формулы (II)
где В представляет собой карбонил, сульфонил или одинарную связь;
R1 представляет собой низший алкил, арил или ароматический гетероцикл, каждый из которых может быть замещен;
R2 представляет собой низший алкил, который необязательно замещен группой, выбранной из группы, включающей –ОН и -О-низший алкил, или представляет собой -Н.
4. Соединение по п.3, где В представляет собой карбонил или сульфонил, R1 представляет собой низший алкил, который необязательно замещен, R2 представляет собой метил, этил или гидроксиметил.
5. Соединение по п.4, где R1 представляет собой метил или этил, каждый из которых необязательно замещен группой, выбранной из группы, включающей –ОН и фтор, и R2 представляет собой метил.
6. Соединение по любому из пп.1-5, которое представляет собой следующее соединение:
4-фтор-1-({[1-(метансульфонил)пиперидин-4-ил]амино}ацетил)пирролидин-2-карбонитрил,
4-фтор-1-({[4-метил-1-(метансульфонил)пиперидин-4-ил]амино}ацетил)пирролидин-2-карбонитрил,
4-фтор-1-{[(1-гликолоилпиперидин-4-ил)амино]ацетил}пирролидин-2-карбонитрил,
4-фтор-1-{[(1-гликолоил-4-метилпиперидин-4-ил)амино]ацетил}пирролидин-2-карбонитрил,
4-фтор-1-{[(1-фторацетил-4-метилпиперидин-4-ил)амино]ацетил}пирролидин-2-карбонитрил,
4-фтор-1-{[(1-формилпиперидин-4-ил)амино]ацетил}пирролидин-2-карбонитрил,
4-фтор-1-{[(1-формил-4-метилпиперидин-4-ил)амино]ацетил}пирролидин-2-карбонитрил, или
4-фтор-1-({[1-(морфолин-4-илкарбонил)пиперидин-4-ил]амино}ацетил)пирролидин-2-карбонитрил или его фармацевтически приемлемая соль.
7. Соединение по п.3, где В представляет собой карбонил.
8. Фармацевтическая композиция, содержащая в качестве активного ингредиента соединение по п.1.
9. Фармацевтическая композиция по п.8, которая предназначена для лечения инсулинзависимого диабета (диабет 1 типа), инсулиннезависимого диабета (диабет 2 типа), заболеваний, связанных с резистентностью к инсулину, или ожирения.
10. Фармацевтическая композиция по п.8, которая представляет собой ингибитор дипептидилпептидазы IV.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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JP2002-213654 | 2002-07-23 | ||
JP2002213654 | 2002-07-23 | ||
JP2002-264450 | 2002-09-10 | ||
JP2002264450 | 2002-09-10 |
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RU2005101426A true RU2005101426A (ru) | 2005-07-20 |
RU2288222C2 RU2288222C2 (ru) | 2006-11-27 |
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RU2005101426/04A RU2288222C2 (ru) | 2002-07-23 | 2003-07-18 | Производное 2-циано-4-фторпирролидина или его соль |
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US (1) | US7268150B2 (ru) |
EP (1) | EP1541551A4 (ru) |
JP (1) | JP3778207B2 (ru) |
KR (1) | KR100633844B1 (ru) |
CN (1) | CN1312127C (ru) |
AR (1) | AR040653A1 (ru) |
AU (1) | AU2003281625A1 (ru) |
BR (1) | BR0312844A (ru) |
CA (1) | CA2493339A1 (ru) |
IL (1) | IL166239A0 (ru) |
MX (1) | MXPA05000896A (ru) |
NO (1) | NO20050945L (ru) |
NZ (1) | NZ537658A (ru) |
PL (1) | PL374854A1 (ru) |
RU (1) | RU2288222C2 (ru) |
TW (1) | TW200401635A (ru) |
WO (1) | WO2004009544A1 (ru) |
ZA (1) | ZA200500621B (ru) |
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WO2014074668A1 (en) | 2012-11-08 | 2014-05-15 | Arena Pharmaceuticals, Inc. | Modulators of gpr119 and the treatment of disorders related thereto |
CN105985357A (zh) * | 2015-02-12 | 2016-10-05 | 北京赛林泰医药技术有限公司 | 取代的氨基六元饱和杂脂环类长效dpp-iv抑制剂 |
EA201791982A1 (ru) | 2015-03-09 | 2020-02-17 | Интекрин Терапьютикс, Инк. | Способы лечения неалкогольной жировой болезни печени и/или липодистрофии |
CA3058806A1 (en) | 2017-04-03 | 2018-10-11 | Coherus Biosciences Inc. | Ppar.gamma. agonist for treatment of progressive supranuclear palsy |
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TW492957B (en) | 1996-11-07 | 2002-07-01 | Novartis Ag | N-substituted 2-cyanopyrrolidnes |
CO5150173A1 (es) * | 1998-12-10 | 2002-04-29 | Novartis Ag | Compuestos n-(glicilo sustituido)-2-cianopirrolidinas inhibidores de peptidasa de dipeptidilo-iv (dpp-iv) los cuales son efectivos en el tratamiento de condiciones mediadas por la inhibicion de dpp-iv |
WO2001055105A1 (en) | 2000-01-24 | 2001-08-02 | Novo Nordisk A/S | N-substituted 2-cyanopyroles and -pyrrolines which are inhibitors of the enzyme dpp-iv |
TW583185B (en) | 2000-06-13 | 2004-04-11 | Novartis Ag | N-(substituted glycyl)-2-cyanopyrrolidines and pharmaceutical composition for inhibiting dipeptidyl peptidase-IV (DPP-IV) or for the prevention or treatment of diseases or conditions associated with elevated levels of DPP-IV comprising the same |
US6849622B2 (en) | 2000-10-06 | 2005-02-01 | Tanabe Seiyaku Co., Ltd. | Aliphatic nitrogenous five-membered ring compounds |
TWI243162B (en) * | 2000-11-10 | 2005-11-11 | Taisho Pharmaceutical Co Ltd | Cyanopyrrolidine derivatives |
JP4399253B2 (ja) | 2001-06-20 | 2010-01-13 | ワイス | プラスミノゲンアクチベーターインヒビター−1(pai−1)のインヒビターとしての、置換されたインドール酸誘導体 |
GB0115517D0 (en) | 2001-06-25 | 2001-08-15 | Ferring Bv | Novel antidiabetic agents |
US7183290B2 (en) * | 2001-06-27 | 2007-02-27 | Smithkline Beecham Corporation | Fluoropyrrolidines as dipeptidyl peptidase inhibitors |
HUP0200849A2 (hu) * | 2002-03-06 | 2004-08-30 | Sanofi-Synthelabo | N-aminoacetil-2-ciano-pirrolidin-származékok, e vegyületeket tartalmazó gyógyszerkészítmények és eljárás előállításukra |
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2003
- 2003-06-27 TW TW092117723A patent/TW200401635A/zh unknown
- 2003-07-18 CA CA002493339A patent/CA2493339A1/en not_active Abandoned
- 2003-07-18 PL PL03374854A patent/PL374854A1/xx not_active Application Discontinuation
- 2003-07-18 JP JP2004522764A patent/JP3778207B2/ja not_active Expired - Fee Related
- 2003-07-18 WO PCT/JP2003/009179 patent/WO2004009544A1/ja not_active Application Discontinuation
- 2003-07-18 KR KR1020057001166A patent/KR100633844B1/ko not_active IP Right Cessation
- 2003-07-18 EP EP03741499A patent/EP1541551A4/en not_active Withdrawn
- 2003-07-18 BR BR0312844-0A patent/BR0312844A/pt not_active IP Right Cessation
- 2003-07-18 MX MXPA05000896A patent/MXPA05000896A/es not_active Application Discontinuation
- 2003-07-18 RU RU2005101426/04A patent/RU2288222C2/ru not_active IP Right Cessation
- 2003-07-18 CN CNB03815854XA patent/CN1312127C/zh not_active Expired - Fee Related
- 2003-07-18 US US10/492,347 patent/US7268150B2/en not_active Expired - Fee Related
- 2003-07-18 NZ NZ537658A patent/NZ537658A/en unknown
- 2003-07-18 AU AU2003281625A patent/AU2003281625A1/en not_active Abandoned
- 2003-07-22 AR AR20030102623A patent/AR040653A1/es not_active Application Discontinuation
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2005
- 2005-01-11 IL IL16623905A patent/IL166239A0/xx unknown
- 2005-01-21 ZA ZA200500621A patent/ZA200500621B/xx unknown
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KR100633844B1 (ko) | 2006-10-16 |
EP1541551A8 (en) | 2005-11-09 |
WO2004009544A1 (ja) | 2004-01-29 |
AR040653A1 (es) | 2005-04-13 |
RU2288222C2 (ru) | 2006-11-27 |
PL374854A1 (en) | 2005-11-14 |
TW200401635A (en) | 2004-02-01 |
IL166239A0 (en) | 2006-01-15 |
NO20050945L (no) | 2005-04-22 |
CA2493339A1 (en) | 2004-01-29 |
AU2003281625A1 (en) | 2004-02-09 |
JP3778207B2 (ja) | 2006-05-24 |
MXPA05000896A (es) | 2005-04-19 |
ZA200500621B (en) | 2006-07-26 |
KR20050023452A (ko) | 2005-03-09 |
EP1541551A1 (en) | 2005-06-15 |
BR0312844A (pt) | 2005-04-26 |
EP1541551A4 (en) | 2007-01-24 |
CN1312127C (zh) | 2007-04-25 |
US7268150B2 (en) | 2007-09-11 |
JPWO2004009544A1 (ja) | 2005-11-17 |
CN1665785A (zh) | 2005-09-07 |
US20050176771A1 (en) | 2005-08-11 |
NZ537658A (en) | 2006-08-31 |
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