RU2011140869A - Пиперазиновое соединение, ингибирующее простагландин-d-синтазу - Google Patents

Пиперазиновое соединение, ингибирующее простагландин-d-синтазу Download PDF

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RU2011140869A
RU2011140869A RU2011140869/04A RU2011140869A RU2011140869A RU 2011140869 A RU2011140869 A RU 2011140869A RU 2011140869/04 A RU2011140869/04 A RU 2011140869/04A RU 2011140869 A RU2011140869 A RU 2011140869A RU 2011140869 A RU2011140869 A RU 2011140869A
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carbonyl
piperazinecarboxamide
methylpyrrol
phenyl
substituents
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RU2011140869/04A
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RU2496778C2 (ru
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Йосихиро УРАДЕ
Макото КИТАДЕ
Казухико СИГЕНО
Кейко ЯМАНЕ
Кацунао ТАНАКА
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Тайхо Фармасьютикал Ко., Лтд.
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Abstract

1. Пиперазиновое соединение, представленное формулой (I),где Rпредставляет собой Cалкил;Rпредставляет собой гидрокси, Cалкил, который может содержать один или более заместителей, -(C=O)-N(R)(R) или -(C=O)-OR;Rи Rмогут быть одинаковыми или отличаться, и каждый представляет собой водород или Cалкил, который может содержать один или более заместителей, илиRи R, связанные через атом азота, к которому присоединены Rи R, могут образовывать насыщенную гетероциклическую группу;Rпредставляет собой водород или Cалкил, который может содержать один или более заместителей; иn представляет собой 1 или 2;или его соль.2. Пиперазиновое соединение или его соль в соответствии с п.1, гдеRпредставляет собой метил или этил;Rпредставляет собой гидрокси, Cалкил, который может иметь одну или более насыщенных или ненасыщенных гетероциклических групп в качестве заместителей, -(C=O)-N(R)(R) или -(C=O)-OR;Rи Rмогут быть одинаковыми или отличаться, и каждый представляет собой водород или Cалкил, который может иметь одну или более насыщенных или ненасыщенных гетероциклических групп в качестве заместителей, илиRи R, связанные через атом азота, к которому присоединены Rи R, могут образовать пирролидинил, пиперидинил, пиперазинил и морфолино;Rпредставляет собой водород, метил, этил, трет-бутил или бензил; иn представляет собой 1 или 2.3. Пиперазиновое соединение или его соль в соответствии с п.1, гдеRпредставляет собой метил;Rпредставляет собой Cалкил, который может содержать морфолино, пиразолил или триазолил в качестве заместителей, -(C=O)-N(R)(R) или -(C=O)-OR; и триазолил может содержать один или два заместителя;Rи R, связанные через атом азота, к которому присоединены Rи R, могут образовыва�

Claims (11)

1. Пиперазиновое соединение, представленное формулой (I),
Figure 00000001
где R1 представляет собой C1-6 алкил;
R2 представляет собой гидрокси, C1-6 алкил, который может содержать один или более заместителей, -(C=O)-N(R3)(R4) или -(C=O)-OR5;
R3 и R4 могут быть одинаковыми или отличаться, и каждый представляет собой водород или C1-6 алкил, который может содержать один или более заместителей, или
R3 и R4, связанные через атом азота, к которому присоединены R3 и R4, могут образовывать насыщенную гетероциклическую группу;
R5 представляет собой водород или C1-6 алкил, который может содержать один или более заместителей; и
n представляет собой 1 или 2;
или его соль.
2. Пиперазиновое соединение или его соль в соответствии с п.1, где
R1 представляет собой метил или этил;
R2 представляет собой гидрокси, C1-6 алкил, который может иметь одну или более насыщенных или ненасыщенных гетероциклических групп в качестве заместителей, -(C=O)-N(R3)(R4) или -(C=O)-OR5;
R3 и R4 могут быть одинаковыми или отличаться, и каждый представляет собой водород или C1-6 алкил, который может иметь одну или более насыщенных или ненасыщенных гетероциклических групп в качестве заместителей, или
R3 и R4, связанные через атом азота, к которому присоединены R3 и R4, могут образовать пирролидинил, пиперидинил, пиперазинил и морфолино;
R5 представляет собой водород, метил, этил, трет-бутил или бензил; и
n представляет собой 1 или 2.
3. Пиперазиновое соединение или его соль в соответствии с п.1, где
R1 представляет собой метил;
R2 представляет собой C1-3 алкил, который может содержать морфолино, пиразолил или триазолил в качестве заместителей, -(C=O)-N(R3)(R4) или -(C=O)-OR5; и триазолил может содержать один или два заместителя;
R3 и R4, связанные через атом азота, к которому присоединены R3 и R4, могут образовывать морфолино;
R5 представляет собой водород, метил или этил; и
n представляет собой 2.
4. Пиперазиновое соединение или его соль по п.1, где
R1 представляет собой метил;
R2 представляет собой линейный C1-3 алкил, который может содержать любой из 1,2,3-триазолила, 3,5-диметил-1,2,4-триазолила и морфолино в качестве заместителя, -(C=O)-N(R3)(R4) или -(C=O)-OR5;
R3 и R4, связанные через атом азота, к которому присоединены R3 и R4, могут образовать морфолино;
R5 представляет собой водород или этил; и
n представляет собой 2.
5. Пиперазиновое соединение или его соль в соответствии с п.1, выбранное из группы, состоящей из следующего:
N-(4-(4-гидроксипиперидин-1-ил)фенил)-4-((1-метилпиррол-2-ил)карбонил)-1-пиперазинкарбоксамид,
4-((((1-метилпиррол-2-ил)карбонил)-1-пиперазинил)карбонил)амино-4-фенилпиперидин-4-карбоновая кислота,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-морфолин-1-ил-карбонилпиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-морфолинометилпиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(3-(2-(1,2,4-триазол-1-ил)этил)пирролидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-морфолиноэтилпиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-(1-метилпиррол-2-ил)карбонил)-N-(4-(4-(2-(1,2,3-триазол-1-ил)этил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(2-(1,2,4-триазол-1-ил)этил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(2-(3,5-диметил-1,2,4-триазол-1-ил)этил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(2-(пиразол-1-ил)этил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(3-(1,2,4-триазол-1-ил)пропил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(3-(1,2,3-триазол-1-ил)пропил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-этилпиррол-2-ил)карбонил)-N-(4-(4-морфолин-1-ил-карбонилпиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-пиперидин-1-ил-карбонилпиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(4-метилпиперазин-1-ил-карбонил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид,
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(2-морфолиноэтилкарбамоил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид и
4-((1-метилпиррол-2-ил)карбонил)-N-(4-(4-(пиридин-3-илметилкарбамоил)пиперидин-1-ил)фенил)-1-пиперазинкарбоксамид.
6. Фармацевтическая композиция, проявляющая ингибирующую активность в отношении простагландин-D-синтазы, включающая эффективное количество по меньшей мере одного из соединений по пп.1-5 или его фармацевтически приемлемой соли и фармацевтически приемлемый носитель.
7. Средство для предотвращения и/или лечения заболевания, в котором участвует простагландин D2 или его метаболит, включающее эффективное количество соединения по любому из пп.1-5 или его фармацевтически приемлемой соли.
8. Средство в соответствии с п.7, где заболевание, в котором участвует простагландин D2 или его метаболит, является аллергическим заболеванием, воспалительным заболеванием или миодегенеративным заболеванием.
9. Способ предотвращения и/или лечения заболевания, в котором участвует простагландин D2 или его метаболит, где способ включает введение млекопитающему соединения по любому из пп.1-5 в количестве, эффективном для предотвращения или лечения заболевания.
10. Применение соединения по любому из пп.1-5 для получения средства для предотвращения и/или лечения заболевания, в котором участвуют простагландин D2 или его метаболит.
11. Применение соединения по любому из пп.1-5 для предотвращения и/или лечения заболевания, в котором участвуют простагландин D2 или его метаболит.
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WO2015000921A1 (en) 2013-07-01 2015-01-08 Fondazione Centro San Raffaele Ptgds pathway activators and use in pathologies characterized by altered myelination in the cns
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EP4230196A1 (en) 2022-02-21 2023-08-23 Som Innovation Biotech, S.A. Compounds for use in the treatment of dystrophinopathies

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2108584C (en) * 1992-10-27 1998-11-24 James B. Doherty Substituted azetidinones as anti-inflammatory and antidegenerative agents
JP3701878B2 (ja) * 1995-06-21 2005-10-05 塩野義製薬株式会社 ビシクロ環系アミノ誘導体およびそれを含有するｐｇｄ２拮抗剤
CA2225250C (en) 1995-06-21 2005-03-22 Shionogi & Co., Ltd. Bicyclic amino derivatives and pgd2 antagonist containing the same
WO1999007672A1 (en) 1997-08-05 1999-02-18 Novo Nordisk A/S Derivatives of 2,5- and 3,5-disubstituted anilines, their preparation and use
DE60014603T2 (de) * 1999-03-12 2006-02-16 Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield Heterocyklischer harnstoff und verwandte verbindungen als entzündungshemmende mittel
MXPA05003456A (es) * 2002-10-04 2005-07-05 Millennium Pharm Inc Antagonistas del receptor de pgd2 para el tratamiento de enfermedades inflamatorias.
US7504508B2 (en) 2002-10-04 2009-03-17 Millennium Pharmaceuticals, Inc. PGD2 receptor antagonists for the treatment of inflammatory diseases
US20090181966A1 (en) 2002-10-04 2009-07-16 Millennium Pharmaceuticals, Inc. PGD2 receptor antagonists for the treatment of inflammatory diseases
TW200720255A (en) 2005-07-13 2007-06-01 Taiho Pharmaceutical Co Ltd Benzoimidazole compound capable of inhibiting prostaglandin d synthetase
DOP2006000210A (es) 2005-10-04 2007-06-15 Aventis Pharma Inc Compuestos de pirimidina amida como inhibidores de pgds
US20090156611A1 (en) 2005-11-11 2009-06-18 Licentia Ltd. Mammalian hedgehog signaling modulators
US20110172230A1 (en) 2006-08-23 2011-07-14 Takahiro Ishii Urea compound or salt thereof
GB0706793D0 (en) 2007-04-05 2007-05-16 Evotec Ag Compounds
CA2754613C (en) * 2009-03-09 2016-07-12 Taiho Pharmaceutical Co., Ltd. Piperazine compound capable of inhibiting prostaglandin d synthase

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