RU2224744C2 - Производные бензолсульфонамида и их применение - Google Patents

Производные бензолсульфонамида и их применение Download PDF

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RU2224744C2
RU2224744C2 RU2001123630/04A RU2001123630A RU2224744C2 RU 2224744 C2 RU2224744 C2 RU 2224744C2 RU 2001123630/04 A RU2001123630/04 A RU 2001123630/04A RU 2001123630 A RU2001123630 A RU 2001123630A RU 2224744 C2 RU2224744 C2 RU 2224744C2
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Жак ДЕЛАРЖ (BE)
Жак Деларж
Жан-Мишель ДОНЬЕ (BE)
Жан-Мишель ДОНЬЕ
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Abstract

Изобретение относится к производным бензолсульфонамида формулы (I):
Figure 00000001

где Х представляет собой нитрогруппу, цианогруппу или галоген; Y1 представляет собой вторичную или третичную аминогруппу; Y2 представляет собой азот или -NH группу; Z представляет собой кислород, серу, -N-CN или -СН-NO2; и R1 и R2, которые могут быть одинаковыми или различными, представляют собой каждый независимо насыщенную или ненасыщенную линейную или разветвленную алкильную группу, содержащую от 2 до 12 атомов углерода, насыщенную или ненасыщенную алициклическую группу, содержащую от 3 до 12 атомов углерода, фенил, незамещенный или замещенный одним или несколькими заместителями, представляющими собой С1-С4 алкильную группу, нитро, циано, трифторметил, карбокси и галоген, бензильную группу или фенилэтильную группу, или Y1 означает третичную аминогруппу и с R1 образует морфолин или гомопиперидин, а Y2 представляет собой азот и с R2 образует гомопиперидин, за исключением производных, для которых Х является нитрогруппой, Y1 представляет собой вторичную аминогруппу (-NH-), Y2 представляет собой -NH группу, Z представляет собой кислород, R2 представляет собой изопропил и R1 выбран из группы, включающей в себя м-толуил, фенил и циклооктил, и за исключением N-[(2-циклооктиламино-5-цианобензол)сульфонил] N'-изопропилмочевины, или его фармакологически приемлемые соли. Соединения I обеспечивают связывание с рецепторами тромбоксана А2 и могут быть использованы в фармацевтической композиции. 2 с. и 7 з.п. ф-лы, 5 табл.

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Claims (9)

1. Производное бензолсульфонамида общей формулы (I)
Figure 00000036
где Х представляет собой нитрогруппу, цианогруппу или галоген;
Y1 представляет собой вторичную или третичную аминогруппу;
Y2 представляет собой азот или -NH группу;
Z представляет собой кислород, серу, -N-CN или -СН-NO2;
R1 и R2, которые могут быть одинаковыми или различными, представляют собой каждый независимо насыщенную или ненасыщенную линейную или разветвленную алкильную группу, содержащую от 2 до 12 атомов углерода, насыщенную или ненасыщенную алициклическую группу, содержащую от 3 до 12 атомов углерода, фенил, незамещенный или замещенный одним или несколькими заместителями, представляющими собой С1-С4 алкильную группу, нитро, циано, трифторметил, карбокси и галоген, бензильную группу или фенилэтильную группу,
или Y1 означает третичную аминогруппу и с R1 образует морфолин или гомопиперидин, а Y2 представляет собой азот и с R2 образует гомопиперидин, за исключением производных, для которых Х является нитрогруппой, Y1 представляет собой вторичную аминогруппу (-NH-), Y2 представляет собой -NH группу, Z представляет собой кислород, R2 представляет собой изопропил и R1 выбран из группы, включающей в себя м-толуил, фенил и циклооктил, за исключением N-[(2-циклооктиламино-5-цианобензол)сульфонил]N’- изопропилмочевины,
или его фармакологически приемлемые соли.
2. Производное по п.1, отличающееся тем, что Х представляет собой нитро, циано, бром, иод.
3. Производное по п.1 или 2, отличающееся тем, что каждый из Y2 и Y1 представляет собой -NH-группу.
4. Производное по любому из пп.1-3, отличающееся тем, что R1 и R2 каждый независимо представляют собой этил, бутил, трет-бутил, пропил, изопропил, пентил, гексил, гептил, октил, децил, амил, циклопропил, циклобутил, циклопентил, циклогексил, циклогептил, циклооктил, циклододецил, 2-циклогексенил, м-толуил, о-толуил, п-толуил, фенил, аллил, адамантил, норборнил, 3-карбоксифенил, 2,3-диметилфенил, 2,4-диметилфенил, 2,5-диметилфенил, 2,6-диметилфенил, 3,4-диметилфенил, 3,5-диметилфенил, 2,4,6-триметилфенил, бензил или 1-фенилэтильную группу.
5. Производное по п.1 или 2, отличающееся тем, что R2 и Y2 образуют гомопиперидиновую группу.
6. Производное по п.1 или 2, отличающееся тем, что R1 и Y1 образуют морфолиновую или гомопиперидиновую группу.
7. Производное по п.1 или 2, отличающееся тем, что оно представлено солью, выбранной из группы, состоящей из солей натрия, калия и солей аминокислот, таких, как лизин или аргинин.
8. Производное по любому из пп.1-6, отличающееся тем, что оно выбрано из группы, включающей в себя: N-[(2-циклогексиламин-5-нитробензол)сульфонил]N’-трет-бутилмочевину, N-циано-N’-[(2-метатолуиламин-5-нитробензол)сульфонил]гомопиперидиноамидин, N-[(2-циклогептиламин-5-нитробензол)сульфонил]N’-циклогексилтио-мочевину, и N-[(циклогексен-2-ил)-5-йодобензол)сульфонил]N’-пентилмочевину.
9. Фармацевтическая композиция, обеспечивающая связывание с рецепторами тромбоксана А2, отличающаяся тем, что она включает в себя производное бензолсульфонамида по любому из пп.1-8 в смеси с приемлемыми фармацевтическими эксципиентами.
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ES2218112T3 (es) 2004-11-16
HUP0105176A3 (en) 2002-09-30
CA2356290A1 (en) 2000-07-20
ATE261938T1 (de) 2004-04-15
BE1012386A3 (fr) 2000-10-03
HUP0105176A2 (hu) 2002-05-29
DK1140810T3 (da) 2004-07-19
AU769071B2 (en) 2004-01-15
EP1140810A1 (fr) 2001-10-10
AU2436800A (en) 2000-08-01
NZ512828A (en) 2002-11-26
DE60009032D1 (de) 2004-04-22
MXPA01007155A (es) 2002-03-27
EP1140810B1 (fr) 2004-03-17
US6818765B1 (en) 2004-11-16
WO2000042004A1 (fr) 2000-07-20
DE60009032T2 (de) 2004-10-21

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