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RU2018111106A - Производные карбоксизамещенных (гетеро)ароматических колец, способ их получения и применение - Google Patents

Производные карбоксизамещенных (гетеро)ароматических колец, способ их получения и применение Download PDF

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RU2018111106A
RU2018111106A RU2018111106A RU2018111106A RU2018111106A RU 2018111106 A RU2018111106 A RU 2018111106A RU 2018111106 A RU2018111106 A RU 2018111106A RU 2018111106 A RU2018111106 A RU 2018111106A RU 2018111106 A RU2018111106 A RU 2018111106A
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Russia
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membered
haloalkyl
compound according
alkylamino
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RU2018111106A
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RU2018111106A3 (ru
RU2733750C2 (ru
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Синье ЯН
Чанвэй ХУАН
Фачэн МА
Цзи ЧЖАН
Сяоцзюнь ВАН
Инцзюнь ЧЖАН
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Саншайн Лейк Фарма Ко., Лтд.
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Claims (76)

1. Соединение Формулы (I) или его стереоизомер, геометрический изомер, таутомер, N-оксид, гидрат, сольват, метаболит, сложный эфир, фармацевтически приемлемая соль или пролекарство,
Figure 00000001
где:
U представляет собой фенил или от 5- до 6-членный гетероарил;
каждый из R1 и R2 независимо представляет собой Н, D, галоген, ОН, NH2, NO2, CN, C1-6-алкил, С2-6-алкенил, С2-6-алкинил, C1-6-галогеналкил, C1-6-алкокси, C1-6-галогеналкокси, C1-6-алкиламино, C1-6-галоалкиламино, от 3- до 8-членный циклоалкил или от 3- до 8-членный гетероциклил, при этом каждый из C1-6-алкила, С2-6-алкенила, С2-6-алкинила, C1-6-галогеналкила, C1-6-алкокси, С1-6-галогеналкокси, C1-6-алкиламино, C1-6-галоалкиламино, от 3- до 8-членного циклоалкила или от 3- до 8-членного гетероциклила независимо и необязательно замещен 1, 2, 3, 4 или 5 заместителями, выбранными из ОН, оксо (=О), NH2, NO2 или CN;
Т представляет собой Н, D, F, Cl, Br, NO2, CN или CF3;
X представляет собой CR4 или N;
R4 представляет собой Н, D, галоген, C1-6-алкил, C1-6-галогеналкил, С1-6-алкокси, C1-6-алкиламино или C1-6-галоалкокси;
каждый из Y и Z независимо представляет собой С, СН или N;
Figure 00000002
представляет собой одинарную или двойную связь;
Q представляет собой фен, С4-7 карбоцикл, от 4- до 7-членный гетероцикл или от 5- до 6-членное гетероароматическое кольцо;
каждый R3 независимо представляет собой Н, D, галоген, оксо (=О), ОН, NH2, NO2, CN, C1-6-алкил, С2-6-алкенил, С2-6-алкинил, C1-6-галогеналкил, C1-6-алкокси, C1-6-галогеналкокси, C1-6-алкиламино, C1-6-галоалкиламино, от 3- до 8-членный циклоалкил, от 3- до 8-членный гетероциклил, от 5- до 10-членный гетероарил, фенил, нафтил или G, при этом каждый из C1-6-алкила, С2-6 алкенила, С2-6 алкинила, C1-6-галогеналкила, C1-6-алкокси, C1-6-галогеналкокси, C1-6-алкиламино, C1-6-галогеналкиламино, от 3- до 8-членного циклоалкила, от 3- до 8-членного гетероциклила или от 5-до 10-членного гетероарила независимо и необязательно замещен 1, 2, 3, 4 или 5 заместителями, выбранными из ОН, оксо (=О), NH2, NO2, CN или G;
G представляет собой замещенный С1-6 алифатический углеводород, где каждая из метиленовых групп С1-6 алифатического углеводорода необязательно и независимо замещена J;
J представляет собой -NH-, -S-, -О-, -С(=O)-, -C(=O)NH-, -SO-, -SO2-, -NHC(=O)-, -С(=O)O-, -SO2NH- или -NHC(=O)NH-;
m равно 0, 1, 2 или 3; и
n равно 0, 1, 2, 3 или 4;
при условии, что:
(1) когда Т представляет собой F, Cl, Вr или CF3, R1 представляет собой ОН;
(2) когда Т представляет собой Н,
Figure 00000003
представляет собой
Figure 00000004
, a Q не означает фен;
(3) когда Т представляет собой NO2, R1 не означает Н.
2. Соединение по п. 1, имеющее Формулу (II), или его стереоизомер, геометрический изомер, таутомер, N-оксид, гидрат, сольват, метаболит, сложный эфир, фармацевтически приемлемая соль и пролекарство,
Figure 00000005
3. Соединение по п. 1 или 2, где U представляет собой фенил, пиридил, пиримидинил, пиразинил, пиридазинил, 1,3,5-триазинил, пирролил, фуранил, тиазолил, тиенил, оксазолил или изоксазолил.
4. Соединение по п. 1, где U представляет собой фенил,
Figure 00000006
Figure 00000007
при этом "*" относится к положению U-кольца, присоединенного к
Figure 00000008
5. Соединение по п. 1, имеющее Формулу (III), или его стереоизомер, геометрический изомер, таутомер, N-оксид, гидрат, сольват, метаболит, сложный эфир, фармацевтически приемлемая соль и пролекарство,
Figure 00000009
6. Соединение по пп. 1, 2 или 5, где каждый R1 и R2 независимо представляет собой Н, D, галоген, ОН, NH2, NO2, CN, C1-4-алкил, С2-4-алкенил, С2-4-алкинил, С1-4-галогеналкил, С1-4-алкокси, C1-4-галогеналкокси, C1-4-алкиламино, С1-4-галоалкиламино, от 3- до 6-членный циклоалкил или от 3- до 6-членный гетероциклил, при этом каждый из С1-4-алкила, С2-4-алкенила, С2-4-алкинила, С1-4-галогеналкила, С1-4-алкокси, C1-4-галогеналкокси, C1-4-алкиламино, C1-4-галоалкиламино, от 3- до 6-членного циклоалкила или от 3- до 6-членного гетероциклила независимо и необязательно замещен 1, 2 или 3 заместителями, выбранными из ОН, оксо (=O), NH2, NO2 или CN.
7. Соединение по п. 6, где каждый R1 и R2 независимо представляет собой Н, D, галоген, ОН, NH2, NO2, CN, метил, этил, изопропил, бутил, гидроксиметил, гидроксиэтил, аминометил, дифторметил, трифторметил, метокси, этокси, изо-пропокси, трет-бутокси, n-бутокси, метиламино, этиламино, дифторметокси, трифторметокси, ацетил, ацетокси, ацетиламино, циклопропил, циклобутил, циклопентил, циклогексил, оксиранил, пирролидинил или тетрагидрофуранил.
8. Соединение по пп. 1, 2 или 5, где каждый R3 независимо представляет собой Н, D, галоген, оксо(=О), ОН, NH2, NO2, CN, метил, этил, изопропил, дифторметил, трифторметил, метокси, этокси, изо-пропокси, дифторметокси, трифторметокси, формил, карбокси, формамидо, ацетил, карбамоил, пропилсульфонамидо, циклопропил, циклобутил, имидазолил, пиразолил, тиазолил, оксазолил, пиридил, пиримидинил, хинолил, индолил, фенил или нафтил.
9. Соединение по пп. 1, 2 или 5, где R4 представляет собой Н, D, галоген, метил, этил, изопропил, трет-бутил, n-бутил, дифторметил, трифторметил, метокси, этокси, трет-бутокси, метиламино, дифторметокси или трифторметокси;
и
Figure 00000010
представляет собой
Figure 00000011
Figure 00000012
Figure 00000013
Figure 00000014
10. Соединение по пп. 1, 2 или 5, где
Figure 00000015
представляет собой
Figure 00000016
при этом "*1" относится к положению, прикрепленному к U-кольцу.
11. Соединение по п. 1, имеющее одну из следующих формул:
Figure 00000017
Figure 00000018
Figure 00000019
Figure 00000020
Figure 00000021
Figure 00000022
Figure 00000023
Figure 00000024
Figure 00000025
Figure 00000026
Figure 00000027
Figure 00000028
Figure 00000029
Figure 00000030
Figure 00000031
Figure 00000032
Figure 00000033
Figure 00000034
Figure 00000035
Figure 00000036
Figure 00000037
Figure 00000038
Figure 00000039
Figure 00000040
Figure 00000041
Figure 00000042
Figure 00000043
Figure 00000044
Figure 00000045
Figure 00000046
12. Фармацевтическая композиция, включающая соединение по любому из пп. 1-11.
13. Фармацевтическая композиция по п. 12, дополнительно включающая фармацевтически приемлемый эксципиент, наполнитель, адъювант, растворитель или их комбинацию.
14. Фармацевтическая композиция по п. 13, дополнительно включающая лекарственное средство для профилактики или лечения гиперурикемии, отложения солей, подагрического артрита, заболеваний почек, связанных с гиперурикемией или мочекаменной болезнью, при этом лекарственное средство включает колхицин, нестероидное противовоспалительное лекарственное средство, глюкокортикоид, средство против мочевой кислоты, средство выведения мочевой кислоты, средство подщелачивания мочи или их комбинацию.
15. Соединение по любому из пп. 1-11 для применения при профилактике или лечении гиперурикемии, отложения солей, подагрического артрита, заболеваний почек, связанных с гиперурикемией или мочекаменной болезнью у субъекта.
16. Фармацевтическая композиция по любому из пп. 12-14 для применения при профилактике или лечении гиперурикемии, отложения солей, подагрического артрита, заболеваний почек, связанных с гиперурикемией или мочекаменной болезнью у субъекта.
17. Соединение по любому из пп. 1-11 для применения при снижении уровня мочевой кислоты в крови.
18. Фармацевтическая композиция по любому из пп. 12-14 для применения при снижении уровня мочевой кислоты в крови.
19. Соединение по любому из пп. 1-11 для применения при ингибировании ксантиноксидазы и переносчика 1 уратов.
20. Фармацевтическая композиция по любому из пп. 12-14 для применения при ингибировании ксантиноксидазы и переносчика 1 уратов.
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