RU2019145279A - Новые сульфонамидкарбоксамидные соединения - Google Patents

Новые сульфонамидкарбоксамидные соединения Download PDF

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RU2019145279A
RU2019145279A RU2019145279A RU2019145279A RU2019145279A RU 2019145279 A RU2019145279 A RU 2019145279A RU 2019145279 A RU2019145279 A RU 2019145279A RU 2019145279 A RU2019145279 A RU 2019145279A RU 2019145279 A RU2019145279 A RU 2019145279A
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RU2019145279A
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RU2808572C2 (ru
RU2019145279A3 (ru
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Мэтью КУПЕР
Дэвид Миллер
Ангус МАКЛАУД
ВИЛТЕНБУРГ Джимми ВАН
Стивен Том
Стивен СТ-ГАЛЛАЙ
Джонатан ШЭННОН
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Инфлазоум Лимитед
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Priority claimed from GBGB1710943.0A external-priority patent/GB201710943D0/en
Priority claimed from GBGB1713079.0A external-priority patent/GB201713079D0/en
Priority claimed from GBGB1713082.4A external-priority patent/GB201713082D0/en
Priority claimed from GBGB1718561.2A external-priority patent/GB201718561D0/en
Priority claimed from GBGB1718563.8A external-priority patent/GB201718563D0/en
Priority claimed from GBGB1721726.6A external-priority patent/GB201721726D0/en
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Claims (162)

1. Соединение формулы I:
Figure 00000001
,
где Q выбирают из O или S;
R1 представляет собой неароматическую гетероциклическую группу, содержащую по меньшей мере один кольцевой атом азота, где R1 присоединена к атому серу группы сульфонилмочевины через кольцевой атом углерода, и где R1 может необязательно быть замещена; а также
R2 представляет собой циклическую группу, замещенную в α-положении, где R2 может быть необязательно дополнительно замещена.
2. Соединение по п. 1, где R1 представляет собой моноциклическую или бициклическую гетероциклическую группу, где R1 может быть необязательно замещена.
3. Соединение по п. 2, где R1 представляет собой 4-, 5-, 6- или 7-членную моноциклическую неароматическую гетероциклическую группу или 7-, 8-, 9- или 10-членную бициклическую неароматическую гетероциклическую группу, где R1 может быть необязательно замещена.
4. Соединение по любому одному из пп. 1-3, где неароматическая гетероциклическая группа R1 является полностью насыщенной.
5. Соединение по любому одному из пп. 1-4, где R1 содержит один, два или три кольцевых атома азота, кислорода или серы.
6. Соединение по п. 5, где R1 содержит один или два кольцевых атома азота или кислорода.
7. Соединение по п. 6, где R1 содержит один или два кольцевых атома азота.
8. Соединение по любому одному из пп. 1-7, где R1 выбирают из:
Figure 00000002
Figure 00000003
Figure 00000004
,
где R1 присоединена к атому серу группы сульфонилмочевины через неароматический кольцевой атом углерода, и где R1 может необязательно быть замещена или дополнительно замещена.
9. Соединение по любому одному из пп. 1-8, где R1 замещена одним или более заместителями, независимо выбранными из галогена; -CN; -NO2; -N3; -Rβ; -OH; -ORβ; -SH; -SRβ; -SORβ; -SO2H; -SO2Rβ; -SO2NH2; -SO2NHRβ; -SO2N(Rβ)2; -Rα-SH; -Rα-SRβ; -Rα-SORβ; -Rα-SO2H; -Rα-SO2Rβ; -Rα-SO2NH2; -Rα-SO2NHRβ; -Rα-SO2N(Rβ)2; -NH2; -NHRβ; -N(Rβ)2; -Rα-NH2; -Rα-NHRβ; -Rα-N(Rβ)2; -CHO; -CORβ; -COOH; -COORβ; -OCORβ; -Rα-CHO; -Rα-CORβ; -Rα-COOH; -Rα-COORβ; -Rα-OCORβ; -NH-CHO; -NRβ-CHO; -NH-CORβ; -NRβ-CORβ; -CONH2; -CONHRβ; -CON(Rβ)2; -Rα-NH-CHO; -Rα-NRβ-CHO; -Rα-NH-CORβ; -Rα-NRβ-CORβ; -Rα-CONH2; -Rα-CONHRβ; -Rα-CON(Rβ)2; -O-Rα-OH; -O-Rα-ORβ; -O-Rα-NH2; -O-Rα-NHRβ; -O-Rα-N(Rβ)2; -NH-Rα-OH; -NH-Rα-ORβ; -NH-Rα-NH2; -NH-Rα-NHRβ; -NH-Rα-N(Rβ)2; -NRβ-Rα-OH; -NRβ-Rα-ORβ; -NRβ-Rα-NH2; -NRβ-Rα-NHRβ; -NRβ-Rα-N(Rβ)2; C3-C7 циклоалкильной группы, необязательно замещенной одной или более C1-C3 алкильными или C1-C3 галогеналкильными группами; C3-C7 циклоалкенильной группы, необязательно замещенной одной или более C1-C3 алкильными или C1-C3 галогеналкильными группами; 3-7-членной неароматической гетероциклической группы, необязательно замещенной одной или более C1-C6 алкильными или C1-C3 галогеналкильными группами; оксо (=O); или C1-C4 алкиленовым мостиком;
где каждую -Rα- независимо выбирают из алкиленовой, алкениленовой или алкиниленовой группы, причем алкиленовая, алкениленовая или алкиниленовая группа содержит от 1 до 6 атомов в своем скелете, при том, что один или более атомов углерода в скелете алкиленовой, алкенилeновой или алкиниленовой группы могут быть необязательно заменены одним или более гетероатомами N, O или S, и при этом алкиленовая, алкениленовая или алкиниленовая группа может быть необязательно замещена одним или более галогенами и/или группами -Rβ; а также
где каждую -Rβ независимо выбирают из C1-C6 алкильной, C2-C6 алкенильной, C2-C6 алкинильной или C2-C6 циклической группы, и, причем любая -Rβ может быть необязательно замещена одной или более группами C1-C3 алкила, C1-C3 галогеналкила, C3-C7 циклоалкила, -O(C1-C3 алкила), галогена, -CN, -C≡CH или оксо (=O).
10. Соединение по п. 9, где R1 замещена по одному или более кольцевым атомам азота заместителем, необязательно выбранным из галогена; -CN; -NO2; -N3; -Rβ; -OH; -ORβ; -SH; -SRβ; -SORβ; -SO2H; -SO2Rβ; -SO2NH2; -SO2NHRβ; -SO2N(Rβ)2; -Rα-SH; -Rα-SRβ; -Rα-SORβ; -Rα-SO2H; -Rα-SO2Rβ; -Rα-SO2NH2; -Rα-SO2NHRβ; -Rα-SO2N(Rβ)2; -NH2; -NHRβ; -N(Rβ)2; -Rα-NH2; -Rα-NHRβ; -Rα-N(Rβ)2; -CHO; -CORβ; -COOH; -COORβ; -OCORβ; -Rα-CHO; -Rα-CORβ; -Rα-COOH; -Rα-COORβ; -Rα-OCORβ; -NH-CHO; -NRβ-CHO; -NH-CORβ; -NRβ-CORβ; -CONH2; -CONHRβ; -CON(Rβ)2; -Rα-NH-CHO; -Rα-NRβ-CHO; -Rα-NH-CORβ; -Rα-NRβ-CORβ; -Rα-CONH2; -Rα-CONHRβ; -Rα-CON(Rβ)2; C3-C7 циклоалкильной группой, необязательно замещенной одной или более C1-C3 алкильными или C1-C3 галогеналкильными группами; C3-C7 циклоалкенильной группой, необязательно замещенной одной или более C1-C3 алкильными или C1-C3 галогеналкильными группами;
Figure 00000005
;
Figure 00000006
; оксо (=O); или C1-C4 алкиленового мостика;
где каждую -Rα- независимо выбирают из алкиленовой, алкениленовой или алкиниленовой группы, причем алкиленовая, алкениленовая или алкиниленовая группа содержит от 1 до 6 атомов углерода в своем скелете, и при этом алкиленовая, алкениленовая или алкиниленовая группа может быть необязательно замещена одной или более группами галогенов и/или -Rβ;
где каждую -Rβ независимо выбирают из C1-C6 алкильной, C2-C6 алкенильной, C2-C6 алкинильной или C2-C6 циклической группы, и причем любая -Rβ может быть необязательно замещена одной или более группами C1-C3 алкила, C1-C3 галогеналкила, C3-C7 циклоалкила, -O(C1-C3 алкила), галогена, -CN, -C≡CH или оксо (=O);
где каждую -Rδ независимо выбирают из C1-C6 алкильной или C1-C3 галогеналкильной группы;
где каждый m независимо выбирают из 1, 2 или 3; а также
где каждый n независимо выбирают из 1, 2 или 3.
11. Соединение по любому одному из пп. 1-10, где R2 представляет собой арильную или гетероарильную группу, причем арильная или гетероарильная группа замещена в α-положении, и где R2 может быть необязательно дополнительно замещена.
12. Соединение по п. 11, где R2 представляет собой арильную или гетероарильную группу, причем арильная или гетероарильная группа замещена в α и α' положениях, и где R2 может быть необязательно дополнительно замещена.
13. Соединение по п. 12, где R2 представляет собой конденсированную арильную или конденсированную гетероарильную группу, причем первое циклоалкильное, циклоалкенильное, неароматическое гетероциклическое, арильное или гетероарильное кольцо конденсировано с арильной или гетероарильной группой в α,β положениях, а второе циклоалкильное, циклоалкенильное, неароматическое гетероциклическое, арильное или гетероарильное кольцо конденсировано с арильной или гетероарильной группой в α',β' положениях, и где R2 может быть необязательно дополнительно замещена.
14. Соединение по любому одному из пп. 1-10, где R2 представляет собой циклическую группу, замещенную в α и α' положениях, где R2 может быть необязательно дополнительно замещена.
15. Соединение по любому одному из пп. 1-14, где Q представляет собой O.
16. Соединение, выбранное из группы, состоящей из:
Figure 00000007
Figure 00000008
Figure 00000009
Figure 00000010
Figure 00000011
Figure 00000012
Figure 00000013
Figure 00000014
Figure 00000015
Figure 00000016
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
Figure 00000047
Figure 00000048
Figure 00000049
Figure 00000050
Figure 00000051
Figure 00000052
Figure 00000053
Figure 00000054
Figure 00000055
Figure 00000056
Figure 00000057
Figure 00000058
Figure 00000059
Figure 00000060
Figure 00000061
Figure 00000062
Figure 00000063
Figure 00000064
Figure 00000065
Figure 00000066
Figure 00000067
Figure 00000068
Figure 00000069
Figure 00000070
Figure 00000071
Figure 00000072
Figure 00000073
Figure 00000074
Figure 00000075
Figure 00000076
Figure 00000077
Figure 00000078
Figure 00000079
Figure 00000080
Figure 00000081
Figure 00000082
Figure 00000083
Figure 00000084
Figure 00000085
Figure 00000086
Figure 00000087
Figure 00000088
Figure 00000089
Figure 00000090
Figure 00000091
Figure 00000092
Figure 00000093
Figure 00000094
Figure 00000095
Figure 00000096
Figure 00000097
Figure 00000098
Figure 00000099
Figure 00000100
Figure 00000101
Figure 00000102
Figure 00000103
Figure 00000104
Figure 00000105
Figure 00000106
Figure 00000107
Figure 00000108
Figure 00000109
Figure 00000110
Figure 00000111
Figure 00000112
Figure 00000113
Figure 00000114
Figure 00000115
Figure 00000116
Figure 00000117
Figure 00000118
Figure 00000119
Figure 00000120
Figure 00000121
Figure 00000122
Figure 00000123
Figure 00000124
Figure 00000125
Figure 00000126
Figure 00000127
Figure 00000128
Figure 00000129
Figure 00000130
Figure 00000131
Figure 00000132
Figure 00000133
Figure 00000134
Figure 00000135
Figure 00000136
Figure 00000137
Figure 00000138
Figure 00000139
Figure 00000140
Figure 00000141
Figure 00000142
Figure 00000143
Figure 00000144
Figure 00000145
Figure 00000146
Figure 00000147
Figure 00000148
Figure 00000149
Figure 00000150
Figure 00000151
Figure 00000152
Figure 00000153
Figure 00000154
Figure 00000155
Figure 00000156
Figure 00000157
Figure 00000158
Figure 00000159
Figure 00000160
Figure 00000161
Figure 00000162
Figure 00000163
Figure 00000164
Figure 00000165
Figure 00000166
Figure 00000167
Figure 00000168
Figure 00000169
Figure 00000170
Figure 00000171
Figure 00000172
Figure 00000173
Figure 00000174
Figure 00000175
Figure 00000176
Figure 00000177
Figure 00000178
Figure 00000179
Figure 00000180
Figure 00000181
Figure 00000182
Figure 00000183
Figure 00000184
Figure 00000185
Figure 00000186
Figure 00000187
Figure 00000188
Figure 00000189
Figure 00000190
Figure 00000191
Figure 00000192
Figure 00000193
Figure 00000194
Figure 00000195
Figure 00000196
Figure 00000197
Figure 00000198
Figure 00000199
Figure 00000200
и
Figure 00000201
.
17. Фармацевтически приемлемая соль, сольват или пролекарство соединения по любому одному из пп. 1-16.
18. Фармацевтическая композиция, содержащая соединение по любому одному из пп. 1-16 или фармацевтически приемлемую соль, сольват или пролекарство по п. 17 и фармацевтически приемлемый эксципиент.
19. Соединение по любому одному из пп. 1-16 или фармацевтически приемлемая соль, сольват или пролекарство по п. 17, или фармацевтическая композиция по п. 18 для применения в медицине.
20. Соединение, фармацевтически приемлемая соль, сольват, пролекарство или фармацевтическая композиция по п. 19 для применения в лечении или предотвращении заболевания, расстройства или патологического состояния, причем заболевание, расстройство или патологическое состояние отвечают на ингибирование NLRP3.
21. Соединение, фармацевтически приемлемая соль, сольват, пролекарство или фармацевтическая композиция по п. 19 или 20 для применения в лечении или предотвращении заболевания, расстройства или патологического состояния, причем заболевание, расстройство или патологическое состояние выбирают из:
(i) воспаления;
(ii) аутоиммунного заболевания;
(iii) рака;
(iv) инфекции;
(v) заболевания центральной нервной системы;
(vi) метаболического заболевания;
(vii) сердечно-сосудистого заболевания;
(viii) респираторного заболевания;
(ix) заболевания печени;
(x) заболевания почек;
(xi) глазного заболевания;
(xii) заболевания кожи;
(xiii) лимфатического заболевания;
(xiv) психологического расстройства;
(xv) болезни трансплантат против хозяина;
(xvi) аллодинии; а также
(xvii) любого заболевания, в котором у человека определено наличие зародышевой или соматической немолчащей мутации в NLRP3.
22. Соединение, фармацевтически приемлемая соль, сольват, пролекарство или фармацевтическая композиция по п. 19 или 20 для применения в лечении или предотвращении заболевания, расстройства или патологического состояния, причем заболевание, расстройство или патологическое состояние выбирают из:
(i) криопирин-ассоциированных периодических синдромов (CAPS);
(ii) синдрома Макла-Уэлльса (MWS);
(iii) семейного ауто-воспалительного синдрома простуды (FCAS);
(iv) многосистемного воспалительного заболевания новорожденных (NOMID);
(v) семейной средиземноморской лихорадки(FMF);
(vi) пиогенного артрита, синдрома гангренозной пиодермы и угрей (PAPA);
(vii) гипериммуноглобулинемии D и синдрома периодической лихорадки (HIDS);
(viii) периодического синдрома, связанного с рецептором фактора некроза опухоли(TNF) (TRAPS);
(ix) системного ювенильного идиопатического артрита;
(x) болезни Стилла у взрослых (AOSD);
(xi) рецидивирующего полихондрита;
(xii) синдрома Шницлера;
(xiii) синдрома Свита;
(xiv) болезни Бехчета;
(xv) антисинтетазного синдрома;
(xvi) дефицита антагониста рецептора интерлейкина 1 (DIRA); а также
(xvii) гаплонедостаточности A20 (HA20).
23. Способ ингибирования NLRP3, включающий применение соединения по любому одному из пп. 1-16 или фармацевтически приемлемой соли, сольвата или пролекарства по п. 17, или фармацевтической композиции по п. 18 для ингибирования NLRP3.
RU2019145279A 2017-07-07 2018-07-04 Новые сульфонамидкарбоксамидные соединения RU2808572C2 (ru)

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GB1718561.2 2017-11-09
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GBGB1721726.6A GB201721726D0 (en) 2017-12-22 2017-12-22 Novel compounds
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