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RU2010150911A - Амидное соединение - Google Patents

Амидное соединение Download PDF

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Publication number
RU2010150911A
RU2010150911A RU2010150911/04A RU2010150911A RU2010150911A RU 2010150911 A RU2010150911 A RU 2010150911A RU 2010150911/04 A RU2010150911/04 A RU 2010150911/04A RU 2010150911 A RU2010150911 A RU 2010150911A RU 2010150911 A RU2010150911 A RU 2010150911A
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RU
Russia
Prior art keywords
alkylene
methyl
indol
carbonyl
amino
Prior art date
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RU2010150911/04A
Other languages
English (en)
Other versions
RU2479576C2 (ru
RU2479576C9 (ru
Inventor
Эйсуке НОЗАВА (JP)
Эйсуке НОЗАВА
Риотаро ИБУКА (JP)
Риотаро ИБУКА
Казухиро ИКЕГАИ (JP)
Казухиро ИКЕГАИ
Кейсуке МАЦУУРА (JP)
Кейсуке МАЦУУРА
Тацуя ЗЕНКОХ (JP)
Тацуя ЗЕНКОХ
Рюси СЕО (JP)
Рюси Сео
Сусуму ВАТАНУКИ (JP)
Сусуму ВАТАНУКИ
Митихито КАГЕЯМА (JP)
Митихито КАГЕЯМА
Original Assignee
Астеллас Фарма Инк. (Jp)
Астеллас Фарма Инк.
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Publication date
Application filed by Астеллас Фарма Инк. (Jp), Астеллас Фарма Инк. filed Critical Астеллас Фарма Инк. (Jp)
Publication of RU2010150911A publication Critical patent/RU2010150911A/ru
Publication of RU2479576C2 publication Critical patent/RU2479576C2/ru
Application granted granted Critical
Publication of RU2479576C9 publication Critical patent/RU2479576C9/ru

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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
    • C07D401/06—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 carbon chain containing only aliphatic carbon atoms
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Abstract

1. Соединение формулы (I) или его соль: ! ! (где ! кольцо D является группой формулы (II), формулы (III), формулы (IV), формулы (V) или формулы (VI), ! ! кольцо D1 означает моноциклическое или бициклическое азотсодержащее гетероциклическое кольцо, которое может быть замещено фенилом, ! кольцо D2 означает арил, гетероциклическое кольцо или С3-10циклоалкил, ! R41, R42, R43 и R44 являются одинаковыми или отличаются друг от друга и означают -Х2-В4, ! R45 означает -Х1-В5, ! R46 означает -Н, галоген, С1-6алкил, который может быть замещен одним или несколькими галогенами или -О-С1-6алкилом. ! V и W являются одинаковыми или отличаются друг от друга и означают СН или N, при условии, что ни в одном случае V и W не являются одновременно N, ! Х1 означает связь, С1-6алкилен, (С1-6алкилен)-CONH-, (С1-6алкилен)-О-, (С1-6алкилен)-О-(С1-6алкилен) или С2-6алкенилен, ! Х2 означает связь, С1-6алкилен, (С1-6алкилен)-CONH-, (С1-6алкилен)-О-, (С1-6алкилен)-О-(С1-6алкилен), С2-6алкенилен, -О-, -S-, -NH-, -N(С1-6алкилен)-, -N(С1-6алкилен)-(С1-6алкилен) или -О-(С1-6алкилен), ! В4 означает арил, гетероциклическое кольцо или С3-10циклоалкил, каждый из которых может быть замещен одинаковыми или различными 1-5 группами, выбранными из R4, ! R4 означает группу, состоящую из галогена, -ОН, -О-(С1-6алкила), -О-(С1-6алкилен)-О-(С1-6алкила), арила, который может быть замещенным, гетероциклического кольца, которое может быть замещенным, (С1-6алкилен)арила, (С1-6алкилен)-гетероциклического кольца, -О-(С1-6алкилен)арила и -О-(С1-6алкилен)-гетероциклического кольца, ! В5 представляет (i) бициклическое гетероциклическое кольцо, которое может быть замещено одним или несколькими группами, выбранными из группы, состоящей из галогена и С1-6алкила, или (ii) моноциклический арил, м�

Claims (15)

1. Соединение формулы (I) или его соль:
Figure 00000001
(где
кольцо D является группой формулы (II), формулы (III), формулы (IV), формулы (V) или формулы (VI),
Figure 00000002
кольцо D1 означает моноциклическое или бициклическое азотсодержащее гетероциклическое кольцо, которое может быть замещено фенилом,
кольцо D2 означает арил, гетероциклическое кольцо или С3-10циклоалкил,
R41, R42, R43 и R44 являются одинаковыми или отличаются друг от друга и означают -Х2-В4,
R45 означает -Х1-В5,
R46 означает -Н, галоген, С1-6алкил, который может быть замещен одним или несколькими галогенами или -О-С1-6алкилом.
V и W являются одинаковыми или отличаются друг от друга и означают СН или N, при условии, что ни в одном случае V и W не являются одновременно N,
Х1 означает связь, С1-6алкилен, (С1-6алкилен)-CONH-, (С1-6алкилен)-О-, (С1-6алкилен)-О-(С1-6алкилен) или С2-6алкенилен,
Х2 означает связь, С1-6алкилен, (С1-6алкилен)-CONH-, (С1-6алкилен)-О-, (С1-6алкилен)-О-(С1-6алкилен), С2-6алкенилен, -О-, -S-, -NH-, -N(С1-6алкилен)-, -N(С1-6алкилен)-(С1-6алкилен) или -О-(С1-6алкилен),
В4 означает арил, гетероциклическое кольцо или С3-10циклоалкил, каждый из которых может быть замещен одинаковыми или различными 1-5 группами, выбранными из R4,
R4 означает группу, состоящую из галогена, -ОН, -О-(С1-6алкила), -О-(С1-6алкилен)-О-(С1-6алкила), арила, который может быть замещенным, гетероциклического кольца, которое может быть замещенным, (С1-6алкилен)арила, (С1-6алкилен)-гетероциклического кольца, -О-(С1-6алкилен)арила и -О-(С1-6алкилен)-гетероциклического кольца,
В5 представляет (i) бициклическое гетероциклическое кольцо, которое может быть замещено одним или несколькими группами, выбранными из группы, состоящей из галогена и С1-6алкила, или (ii) моноциклический арил, моноциклическое гетероциклическое кольцо или моноциклический С3-10циклоалкил, каждый из которых замещен 1-5 одинаковыми или различными группами, выбранными из R5,
R5 означает группу, состоящую из галогена, -ОН, -О-(С1-6алкила), -О-(С1-6алкилен)-О-(С1-6алкила), арила, который может быть замещенным, гетероциклического кольца, которое может быть замещенным, (С1-6алкилен)арила, (С1-6алкилен)-гетероциклического кольца, -О-(С1-6алкилен)арила и -О-(С1-6алкилен)-гетероциклического кольца: при условии, что, когда Х1 означает связь, метилен или этилен, Y означает СН, R2 означает метил, кольцо Е означает фенилен, Z означает связь, и R3 означает -СО2Н; R5 означает группу, состоящую из ОН, -О-(С1-6алкила), -О-(С1-6алкилен)-О-(С1-6алкила), арила, который может быть замещенным, гетероциклического кольца, которое может быть замещенным, (С1-6алкилен)арила, (С1-6алкилен)-гетероциклического кольца, -О-(С1-6алкилен)арила и -О-(С1-6алкилен)-гетероциклического кольца,
кольцо Е означает фенилен или С5-7 циклоалкандиил,
R1 и R2 являются одинаковыми или отличаются друг от друга и означают Н или С1-6алкил, при условии, что, когда R5 означает бициклическое гетероциклическое кольцо, которое может быть замещенным, R2 означает Н,
Y означает СН или N,
Z означает связь или С1-6алкилен, и
R3 означает -СО2Н или его биологический эквивалент,
при условии, что, когда кольцо D означает фенил, который может быть замещенным, или пиридил, который может быть замещенным, Y означает СН, и Z означает связь, R3 означает группу, другую, чем -СО2Н, тетразолил и сульфонамид.
2. Соединение или его соль по п.1, где кольцо D является группой формулы (II), V означает СН, и W означает СН.
3. Соединение или его соль по п.2, где кольцо Е является 1,4-фениленом или циклогексан-1,4-диилом, Z означает связь, и R3 означает -CO2H.
4. Соединение или его соль по п.3, где R1 означает -Н, R2 означает -Н, и Y означает СН.
5. Соединение или его соль по п.4, где Х1 означает -СН2СН2-О-, и В5 означает фенил, который замещен галогеном (галогенами).
6. Соединение или его соль по п.4, где Х1 означает метилен, и Е означает 1,4-фенилен.
7. Соединение или его соль по п.4, где Х1 означает метилен, и Е означает циклогексан-1,4-диил.
8. Соединение или его соль по п.6 или п.7, где В5 означает хинолил, изохинолил, бензофурил или бензотиенил, каждый из которых может быть замещен одной или несколькими группами, выбранными из группы, состоящей из фтора, хлора и метила.
9. Соединение или его соль по п.6 или п.7, где В5 означает моноциклическое гетероциклическое кольцо, которое замещено 1-5 группами, выбранными из R5, и R5 является арилом.
10. Соединение или соль, которым является
4-[({[5-хлор-1-(хинолин-2-илметил)-1Н-индол-7-ил]карбонил}амино)метил]бензойная кислота,
транс-4-[({[5-метил-1-(хинолин-2-илметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[5-фтор-1-(хинолин-2-илметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
4-[({[1-(хинолин-2-илметил)-5-(трифторметил)-1Н-индол-7-ил]карбонил}амино)метил]бензойная кислота,
транс-4-[({[1-(хинолин-2-илметил)-5-(трифторметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[5-хлор-1-(изохинолин-3-илметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[1-(изохинолин-3-илметил)-5-(трифторметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-{[({5-хлор-1-[(2-фенил-1,3-тиазол-4-ил)метил]-1Н-индол-7-ил}карбонил)амино]метил}циклогексанкарбоновая кислота,
4-{[({5-хлор-1-[2-(4-хлорфенокси)этил]-1Н-индол-7-ил}карбонил)амино]метил}бензойная кислота,
транс-4-{[({5-хлор-1-[2-(4-хлорфенокси)этил]-1Н-индол-7-ил}карбонил)амино]метил}циклогексанкарбоновая кислота,
4-{[({1-[(2-фенил-1,3-тиазол-4-ил)метил]-5-(трифторметил)-1Н-индол-7-ил}карбонил)амино]метил}бензойная кислота,
транс-4-{[({1-[(2-фенил-1,3-тиазол-4-ил)метил]-5-(трифторметил)-1Н-индол-7-ил}карбонил)амино]метил}циклогексанкарбоновая кислота,
транс-4-{[({1-[(5-фенилпиридин-2-ил)метил]-5-(трифторметил)-1Н-индол-7-ил}карбонил)амино]метил}циклогексанкарбоновая кислота,
4-{[({1-[2-(4-хлорфенокси)этил]-5-(трифторметил)-1Н-индол-7-ил}карбонил)амино]метил}бензойная кислота,
транс-4-[({[1-(изохинолин-3-илметил)-5-метил-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[5-фтор-1-(изохинолин-3-илметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[6-фтор-1-(изохинолин-3-илметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[1-(1-бензофуран-2-ил)метил)-5-хлор-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[1-(1-бензофуран-2-ил)метил)-5-(трифторметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота,
транс-4-[({[(5-хлорпиридин-2-ил)метил]-5-(трифторметил)-1Н-индол-7-ил}карбонил)амино]метил}циклогексанкарбоновая кислота или
4-{[({1-[(5-хлор-1-бензофуран-2-ил)метил]-5-(трифторметил)-1Н-индол-7-ил]карбонил}амино)метил]циклогексанкарбоновая кислота или их соли по п.1.
11. Фармацевтическая композиция, содержащая соединение или его соль по п.1 и фармацевтически приемлемый эксципиент.
12. Фармацевтическая композиция для лечения хронической почечной недостаточности или диабетической нефропатии, содержащая соединение или его соль по п.1.
13. Применение соединения или его соли по п.1 для получения фармацевтической композиции для лечения хронической почечной недостаточности или диабетической нефропатии.
14. Соединение или его соль по п.1 для применения при лечении хронической почечной недостаточности или диабетической нефропатии.
15. Способ лечения хронической почечной недостаточности или диабетической нефропатии, включающей введение субъекту эффективного количества соединения или его соли по п.1.
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