RU2003126913A - 3,4-дизамещенные циклобутен-1,2-дионы, как антагонисты хемокинового рецептора схс - Google Patents
3,4-дизамещенные циклобутен-1,2-дионы, как антагонисты хемокинового рецептора схс Download PDFInfo
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- RU2003126913A RU2003126913A RU2003126913/04A RU2003126913A RU2003126913A RU 2003126913 A RU2003126913 A RU 2003126913A RU 2003126913/04 A RU2003126913/04 A RU 2003126913/04A RU 2003126913 A RU2003126913 A RU 2003126913A RU 2003126913 A RU2003126913 A RU 2003126913A
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- 0 CC(C)c1c2[n]nc(C)c2c(*)c(C)c1* Chemical compound CC(C)c1c2[n]nc(C)c2c(*)c(C)c1* 0.000 description 4
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Claims (38)
1. Соединение формулы
его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где А означает незамещенную или замещенную арильную или незамещенную или замещенную гетероарильную группу;
В означает
R2 означает водород, ОН, С(O)ОН, SH, SO2NR7R8, NHC(O)R7, NHSO2NR7R8, NHSO2R7, C(O)NR7R8, C(O)NR7R8, OR13 или незамещенную или замещенную гетероциклическую кислотную функциональную группу;
R3 и R4 являются одинаковыми или разными и независимо выбраны из группы, включающей водород, галоген, алкоксил, ОН, CF3, OCF3, NO2, C(O)R7, C(O)OR7, C(O)NR7R8, SO(t)NR7R8, SO(t)R7, C(O)NR7OR8, , цианогруппу, незамещенный или замещенный алкил, незамещенный или замещенный арил и незамещенный или замещенный гетероарил;
R5 и R6 являются одинаковыми или разными и независимо выбраны из группы, включающей водород, галоген, алкил, алкоксил, CF3, OCF3, NO2, C(O)R7, C(O)OR7, C(O)NR7R8, SO(t)NR7R8, C(O)NR7OR8, цианогруппу и незамещенную или замещенную арильную и незамещенную или замещенную гетероарильную группу;
R7 и R8 являются одинаковыми или разными и независимо выбраны из группы, включающей водород, незамещенный или замещенный алкил, незамещенный или замещенный арил, незамещенный или замещенный алкиларил, незамещенный или замещенный арилалкил, незамещенный или замещенный циклоалкил, карбоксиалкид, аминоалкил, незамещенный или замещенный гетероарил, незамещенный или замещенный гетероарилалкил и незамещенный или замещенный гетероалкиларил, или
R7, R8 и N в указанном NR7R8 и NR7OR8 могут совместно образовывать 3- - 7-членный цикл, и указанный цикл может также содержать от 1 до 3 дополнительных гетероатомов, являющихся циклическими атомами указанного цикла, и указанный цикл может быть незамещенным или содержать в качестве заместителей один или большее количество фрагментов, которые являются одинаковыми или разными и каждый фрагмент независимо выбран из группы, включающей гидроксил, цианогруппу, карбоксил, гидроксиалкил, алкоксил, COR7R8 и аминоалкил;
R9 и R10 являются одинаковыми или разными и независимо выбраны из группы, включающей водород, галоген, CF3, OCF3, NR7R8, NR7C(O)NR7R8, ОН, C(O)OR7, SH, SO(t)NR7R8, SO2R7, NHC(O)R7, NHSO2NR7R8, NHSO2R7, C(O)NR7R8, C(O)NR7OR8, OR13 и незамещенную или замещенную гетероциклическую кислотную функциональную группу;
R13 означает COR7;
R15 означает водород, OR13, или незамещенную или замещенную арильную группу, незамещенную или замещенную гетероарильную группу, незамещенную или замещенную алкиларильную, незамещенную или замещенную циклоалкильную группу и незамещенную или замещенную алкильную; и
t равно 1 или 2.
2. Соединение по п.1, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где А означает
и
R11 и R12 являются одинаковыми или разными и независимо означают Н, ОН, галоген, цианогруппу, CF3, CF3О, NR7R8, NR7C(O)NR7R8, C(O)NR7R8, CO2R7, OR7, SO(t)NR7R8, NR7SO(t)R8, COR7 и замещенный или незамещенный арил, замещенный или незамещенный алкил, замещенный или незамещенный арилалкил, замещенный или незамещенный гетероарил, замещенный или незамещенный арилоксил, замещенный или незамещенный гетероарилакил, замещенный или незамещенный гетероциклоалкил, замещенный или незамещенный гидроксиалкил, замещенный или незамещенный алкоксил, алки-ламиноСООалкил, аминоалкоксил, алкоксиаминоалкил или замещенный или незамещенный аминоалкил.
3. Соединение по п.1, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает водород, ОН, NHC(O)R7 или NHSO2R7;
R3 означает SO2NR7R8, C(O)NR7R8, SO2R7, NO2 или цианогруппу;
R4 означает водород, NO2, CF3 или цианогруппу,
R5 означает водород, галоген, NO2, цианогруппу или CF3; и
R6 означает водород или CF3.
5. Соединение по п.2, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает водород, ОН, NHC(O)R7 или NHSO2R7;
R3 означает SO2NR7R8, C(O)NR7R8, SO2R7, NO2 или цианогруппу;
R4 означает водород, NO2, CF3 или цианогруппу;
R5 означает водород, галоген, цианогруппу, NO2 или CF3; и
R6 означает водород или CF3.
6. Соединение по п.4, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает водород, ОН, NHC(O)R7 или NHSO2R7;
R3 означает SO2NR7R8, C(O)NR7R8, SO2R7, NO2 или цианогруппу;
R4 означает водород, NO2, CF3 или цианогруппу;
R5 означает водород, галоген или CF3; и
R6 означает водород или CF3.
7. Соединение по п.3, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН или NHSO2R7;
R3 означает C(O)NR7R8, NO2 или цианогруппу;
R4 означает водород, NO2 или цианогруппу;
R5 означает водород, Cl или CF3; и
R6 означает водород или CF3.
8. Соединение по п.7, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН;
R3 означает C(O)NR7R8;
R4 означает водород;
R5 означает водород, Cl или CF3; и
R6 означает водород.
9. Соединение по п.5, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН или NHSO2R7;
R3 означает C(O)NR7R8, NO2 или цианогруппу;
R4 означает водород, NO2 или цианогруппу;
R5 означает водород, Cl или CF3; и
R6 означает водород или CF3.
10. Соединение по п.6, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН или NHSO2R7;
R3 означает C(O)NR7R8, NO2 или цианогруппу;
R4 означает водород, NO2 или цианогруппу;
R5 означает водород, Cl или CF3; и
R6 означает водород или CF3.
11. Соединение по п.9, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН;
R3 означает C(O)NR7R8;
R4 означает водород;
R5 означает водород, Cl или CF3; и
R6 означает водород.
12. Соединение по п.10, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где R2 означает ОН;
R3 означает C(O)NR7R8;
R4 означает водород;
R5 означает водород, Cl или CF3; и
R6 означает водород.
13. Соединение по п.1, его пролекарственная форма или фармацевтически приемлемая соль, сольват или изомер указанного соединения или указанной пролекарственной формы;
где А и В являются такими, как указанно в представленной ниже таблице:
22. Фармацевтическая композиция, включающая соединение по п.1, его пролекарственную форму или фармацевтически приемлемую соль, сольват или изомер указанного соединения или указанной пролекарственной формы и его фармацевтически приемлемый носитель.
23. Способ лечения опосредуемого хемокином заболевания, в котором хемокин связывается с рецептором CXCR2 и/или CXCR1 млекопитающего, который включает введение пациенту, нуждающемуся в нем, терапевтически эффективного количества соединения по п.1 или его фармацевтически приемлемой соли, сольвата или изомера указанного соединения или указанной пролекарственной формы.
24. Способ лечения опосредуемого хемокином заболевания, в котором хемокин связывается с рецептором СХС млекопитающего, который включает введение пациенту, нуждающемуся в нем, терапевтически эффективного количества соединения по п.1 или его фармацевтически приемлемой соли, сольвата или изомера указанного соединения или указанной пролекарственной формы.
25. Способ по п.23, в котором опосредуемое хемокином заболевание выбирается из группы, включающей псориаз, атопический дерматит, астму, хроническое обструктивное заболевание легких, респираторное заболевание взрослых, артрит, воспалительное заболевание кишечника, болезнь Крона, язвенный колит, септический шок, эндотоксический шок, грамотрицательный сепсис, токсический шок, инсульт, реперфузионное поражение сердца и почек, гломерулонефрит или тромбоз, болезнь Альцгеймера, реакция "трансплантант против хозяина", отторжение аллотрансплантата, малярию, острый респираторный дистресс-синдром, реакция гиперчувствительности замедленного типа, атеросклероз и ишемию головного мозга и ишемическую болезнь сердца.
26. Способ лечения рака, который включает введение пациенту, нуждающемуся в нем, терапевтически эффективного количества соединения по п.1 или его фармацевтически приемлемой соли, сольвата или изомера указанного соединения или указанной пролекарственной формы.
27. Способ по п.26, который дополнительно включает введение пациенту, по крайней мере, одного противоракового агента и/или проведение лучевой терапии.
28. Способ по п.27, в котором противораковый агент выбирается из группы, включающей алкилирующие препараты, антиметаболиты, природные продукты и их производные, гормоны, антигормоны, антиангиогенные агенты, стероиды и синтетические препараты.
29. Способ ингибирования ангиогенеза, который включает введение пациенту, нуждающемуся в нем, антиангиогенного количества соединения по п.1 или его фармацевтически приемлемой соли, сольвата или изомера указанного соединения или указанной пролекарственной формы.
30. Способ по п.29, который дополнительно включает введение пациенту, по крайней мере, одного известного антиангиогенного препарата.
31. Способ по п.30, в котором известный антиангиогенный агент выбирается из группы, включающей маримастат, AG3340, Col-3, неовастат, BMS-275291, талидомид, скваламин, эндостатин, SU-5416, SU-6668, альфа-интерферон, антитела Anti-VEGF, EMD121974, CAI, интерлейкин-12, IM862, фактор тромбоцитов-4, витаксин, ангиостатин, сурамин, TNP-470, РТК-787, ZD-6474, ZD-101, Bay 129566, CGS27023A, ингибиторы киназы рецептора VEGF, таксотер и таксол.
32. Способ лечения заболевания, выбранного из группы, включающей гингивит, заболевание, вызванное респираторными вирусами, вирусами герпеса, вирусами гепатита, ВИЧ, вирусом, ассоциированным с саркомой Капоши, и атеросклероз, который включает введение пациенту, нуждающемуся в нем, терапевтически эффективного количества соединения по п.1 или его фармацевтически приемлемой соли, сольвата или изомера указанного соединения или указанной пролекарственной формы.
33. Способ по п.23, в котором опосредуемое хемокином заболевание представляет собой ангиогенное заболевание глаз.
34. Способ по п.33, в котором ангиогенное заболевание глаз выбирается из группы, включающей воспаление глаз, ретинопатию недоношенных, диабетическую ретинопатию, макулярную дегенерацию, преимущественно “мокрого” типа, и неоваскуляризацию роговицы.
35. Способ по п.26, в котором типом раковой опухоли является меланома, рак желудка или немелкоклеточный рак легких.
36. Способ по п.35, который дополнительно включает введение пациенту, по крайней мере, одного противоракового агента и/или проведение лучевой терапии.
37. Способ по п.36, в котором противораковый агент выбирается из группы, включающей алкилирующие агенты, антиметаболиты, природные продукты и их производные, гормоны, антигормоны, антиангиогенные агенты, стероиды и синтетические агенты.
38. Способ по п.37, в котором антиангиогенный агент выбирается из группы, включающей маримастат, AG3340, Col-3, неовастат, BMS-275291, талидомид, скваламин, эндостатин, SU-5416, SU-6668, альфа-интерферон, антитела Anti-VEGF, EMD121974, CAI, интерлейкин-12, IM862, фактор тромбоцитов-4, витаксин, ангиостатин, сурамин, TNP-470, PTK-787, ZD-6474, ZD-101, Bay 129566, CGS27023A, ингибиторы киназы рецептора VEGF, таксотер и таксол.
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US26595101P | 2001-02-02 | 2001-02-02 | |
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US20030097004A1 (en) | 2003-05-22 |
CZ20032098A3 (cs) | 2004-01-14 |
CA2436351A1 (en) | 2002-10-03 |
AU2002303084B2 (en) | 2006-05-25 |
ECSP034712A (es) | 2003-09-24 |
HUP0304047A2 (hu) | 2004-04-28 |
CN1575273A (zh) | 2005-02-02 |
SK9782003A3 (en) | 2004-01-08 |
NZ527947A (en) | 2005-10-28 |
WO2002076926A1 (en) | 2002-10-03 |
JP2004529911A (ja) | 2004-09-30 |
ZA200305881B (en) | 2005-01-26 |
BR0206968A (pt) | 2004-03-09 |
NO20033424L (no) | 2003-09-30 |
KR20030090629A (ko) | 2003-11-28 |
PL367534A1 (en) | 2005-02-21 |
EP1355875A1 (en) | 2003-10-29 |
MXPA03006950A (es) | 2003-11-18 |
IL156793A0 (en) | 2004-02-08 |
NO20033424D0 (no) | 2003-07-31 |
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