RU2427573C2 - Новые производные бензимидазола в качестве ингибиторов ваниллоидного рецептора 1 (vr1) - Google Patents
Новые производные бензимидазола в качестве ингибиторов ваниллоидного рецептора 1 (vr1) Download PDFInfo
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- RU2427573C2 RU2427573C2 RU2008122404/04A RU2008122404A RU2427573C2 RU 2427573 C2 RU2427573 C2 RU 2427573C2 RU 2008122404/04 A RU2008122404/04 A RU 2008122404/04A RU 2008122404 A RU2008122404 A RU 2008122404A RU 2427573 C2 RU2427573 C2 RU 2427573C2
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- pain
- benzimidazol
- ethyl
- acetamide
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- 102100029613 Transient receptor potential cation channel subfamily V member 1 Human genes 0.000 title claims 5
- 108050004388 Transient receptor potential cation channel subfamily V member 1 Proteins 0.000 title claims 5
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 9
- 230000001154 acute effect Effects 0.000 claims abstract 6
- 230000001684 chronic effect Effects 0.000 claims abstract 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract 5
- 230000001404 mediated effect Effects 0.000 claims abstract 2
- 208000002193 Pain Diseases 0.000 claims 7
- -1 7-nitro-1H-benzimidazol-1-yl Chemical group 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 208000024891 symptom Diseases 0.000 claims 3
- 208000000094 Chronic Pain Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 208000005615 Interstitial Cystitis Diseases 0.000 claims 2
- 208000005298 acute pain Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 208000008035 Back Pain Diseases 0.000 claims 1
- 206010011224 Cough Diseases 0.000 claims 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
- 208000008967 Enuresis Diseases 0.000 claims 1
- 208000001640 Fibromyalgia Diseases 0.000 claims 1
- 206010020853 Hypertonic bladder Diseases 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000001294 Nociceptive Pain Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000009722 Overactive Urinary Bladder Diseases 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 208000000450 Pelvic Pain Diseases 0.000 claims 1
- 208000004550 Postoperative Pain Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 208000008765 Sciatica Diseases 0.000 claims 1
- 206010047700 Vomiting Diseases 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 201000003146 cystitis Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 208000020629 overactive bladder Diseases 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 208000009935 visceral pain Diseases 0.000 claims 1
- 230000008673 vomiting Effects 0.000 claims 1
- JBEWQULVAQHNIQ-UHFFFAOYSA-N 2-(7-nitrobenzimidazol-1-yl)-n-[1-[6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl]ethyl]acetamide Chemical compound C1=NC2=CC=CC([N+]([O-])=O)=C2N1CC(=O)NC(C)C1=CC=C(OCC(F)(F)C(F)F)N=C1 JBEWQULVAQHNIQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000000307 algesic effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- FPGNKXCEPARJDI-ZDUSSCGKSA-N n-[(1s)-1-(4-tert-butylphenyl)ethyl]-2-(6,7-difluorobenzimidazol-1-yl)acetamide Chemical compound C1([C@@H](NC(=O)CN2C3=C(F)C(F)=CC=C3N=C2)C)=CC=C(C(C)(C)C)C=C1 FPGNKXCEPARJDI-ZDUSSCGKSA-N 0.000 abstract 1
- ULSVDQCGHHDIFD-ZDUSSCGKSA-N n-[(1s)-1-[4-(1,3-difluoropropan-2-yloxy)phenyl]ethyl]-2-(7-nitrobenzimidazol-1-yl)acetamide Chemical compound C1([C@@H](NC(=O)CN2C3=C([N+]([O-])=O)C=CC=C3N=C2)C)=CC=C(OC(CF)CF)C=C1 ULSVDQCGHHDIFD-ZDUSSCGKSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
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Abstract
Настоящее изобретение относится к соединению, выбранному из N-((1S)-1-{4-[2-фтор-1-(фторметил)этокси]фенил}этил)-2-(7-нитро-1Н-бензимидазол-1-ил)ацетамида, 2-(7-нитро-1Н-бензимидазол-1-ил)-N-{1-[6-(2,2,3,3-тетрафторпропокси)пиридин-3-ил]этил}ацетамида, N-[1-(4-тpeт-бутилфенил)этил]-2-(6,7-дифтор-1H-бензимидазол-1-ил)ацетамида и N-[(1S)-1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамида. Также изобретение относится к применению указанных соединений в изготовлении лекарственного средства. Технический результат: получены новые соединения, полезные для лечения расстройств, опосредованных VR1 (ваниллоидный рецептор 1), и/или для лечения острых и хронических болевых расстройств. 2 н. и 4 з.п. ф-лы, 5 табл.
Description
Claims (6)
1. Соединение, выбранное из:
N-((1S)-1-{4-[2-фтор-1-(фторметил)этокси]фенил}этил)-2-(7-нитро-1Н-бензимидазол-1-ил)ацетамида,
2-(7-нитро-1Н-бензимидазол-1-ил)-N-{1-[6-(2,2,3,3-тетрафторпропокси)пиридин-3-ил]этил}ацетамида,
N-[1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамида и
N-[(1S)-1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамида.
N-((1S)-1-{4-[2-фтор-1-(фторметил)этокси]фенил}этил)-2-(7-нитро-1Н-бензимидазол-1-ил)ацетамида,
2-(7-нитро-1Н-бензимидазол-1-ил)-N-{1-[6-(2,2,3,3-тетрафторпропокси)пиридин-3-ил]этил}ацетамида,
N-[1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамида и
N-[(1S)-1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамида.
2. Соединение по п.1, представляющее собой N-[1-(4-трет-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамид.
3. Соединение по п.1, представляющее собой N-[(1S)-1-(4-тpeт-бутилфенил)этил]-2-(6,7-дифтор-1Н-бензимидазол-1-ил)ацетамид.
4. Соединение по любому из пп.1-3 для ингибирования ваниллоидного рецептора 1 (VR1).
5. Соединение по любому из пп.1-3 для лечения острой и хронической боли.
6. Применение соединений по любому из пп.1-3 в изготовлении лекарственного средства для лечения расстройств, опосредованных VR1 (ваниллоидный рецептор 1), и/или для лечения острых и хронических болевых расстройств, таких как острая или хроническая невропатическая боль, острая или хроническая ноцицептивная боль и острая или хроническая воспалительная боль; и/или респираторных заболеваний; артрита; остеоартрита; ревматоидного артрита; фибромиалгии; поясничной боли; послеоперационной боли; висцеральных болей, таких как хроническая боль в области таза; цистита; синдрома раздраженного кишечника (IBS); панкреатита; ишемии, ишиаса, диабетической невропатии, рассеянного склероза, интерстициального цистита и/или боли, связанной с интерстициальным циститом; невропатии при ВИЧ; астмы; кашля; и/или воспалительного кишечного заболевания (IBD); заболевания гастроэзофагеальный рефлюкс (GERD); боли и других признаков и симптомов, ассоциированных с псориазом; боли и других признаков и симптомов, ассоциированных с раком; ожирения; рвоты; энуреза; и/или гиперактивного мочевого пузыря, включая признаки и/или симптомы, относящиеся к указанным заболеваниям.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75360405P | 2005-12-23 | 2005-12-23 | |
| US60/753,604 | 2005-12-23 |
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| Publication Number | Publication Date |
|---|---|
| RU2008122404A RU2008122404A (ru) | 2010-01-27 |
| RU2427573C2 true RU2427573C2 (ru) | 2011-08-27 |
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| RU2008122404/04A RU2427573C2 (ru) | 2005-12-23 | 2006-12-21 | Новые производные бензимидазола в качестве ингибиторов ваниллоидного рецептора 1 (vr1) |
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| Country | Link |
|---|---|
| US (2) | US7618993B2 (ru) |
| EP (1) | EP1966156B1 (ru) |
| JP (1) | JP2009521431A (ru) |
| KR (1) | KR20080080212A (ru) |
| CN (1) | CN101389610B (ru) |
| AR (1) | AR058705A1 (ru) |
| AT (1) | ATE538101T1 (ru) |
| AU (1) | AU2006327320B2 (ru) |
| BR (1) | BRPI0620410A2 (ru) |
| CA (1) | CA2634804A1 (ru) |
| EC (1) | ECSP088584A (ru) |
| ES (1) | ES2377661T3 (ru) |
| IL (1) | IL191753A0 (ru) |
| NO (1) | NO20083246L (ru) |
| NZ (1) | NZ569923A (ru) |
| RU (1) | RU2427573C2 (ru) |
| TW (1) | TW200736227A (ru) |
| UA (1) | UA96277C2 (ru) |
| UY (1) | UY30048A1 (ru) |
| WO (1) | WO2007073303A2 (ru) |
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Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0301446D0 (sv) | 2003-05-16 | 2003-05-16 | Astrazeneca Ab | New Compounds |
| UY30048A1 (es) * | 2005-12-23 | 2007-07-31 | Astrazeneca Ab | Derivados sustituidos de la n,2-(1h-benzimidazol-1-il) acetamida, composiciones farmacéuticas conteniéndolos, procesos de preparación y aplicaciones |
| TWI433839B (zh) | 2006-08-11 | 2014-04-11 | Neomed Inst | 新穎的苯并咪唑衍生物290 |
| WO2009054983A1 (en) * | 2007-10-24 | 2009-04-30 | Merck & Co., Inc. | Heterocycle amide t-type calcium channel antagonists |
| NZ587771A (en) | 2008-04-18 | 2011-05-27 | Dae Woong Pharma | Novel benzoxazine benzimidazole derivatives, pharmaceutical composition comprising same, and a use thereof |
| DE112011102008B4 (de) | 2010-06-15 | 2022-04-21 | Merck Patent Gmbh | Metallkomplexe |
| KR101293384B1 (ko) | 2010-10-13 | 2013-08-05 | 주식회사 대웅제약 | 신규 피리딜 벤조옥사진 유도체, 이를 포함하는 약학 조성물 및 이의 용도 |
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- 2006-12-21 EP EP06835882A patent/EP1966156B1/en active Active
- 2006-12-21 CN CN2006800533688A patent/CN101389610B/zh not_active Expired - Fee Related
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- 2006-12-21 ES ES06835882T patent/ES2377661T3/es active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| CN101389610A (zh) | 2009-03-18 |
| EP1966156B1 (en) | 2011-12-21 |
| ECSP088584A (es) | 2008-07-30 |
| IL191753A0 (en) | 2008-12-29 |
| WO2007073303A3 (en) | 2007-08-30 |
| UY30048A1 (es) | 2007-07-31 |
| US7618993B2 (en) | 2009-11-17 |
| WO2007073303A2 (en) | 2007-06-28 |
| CA2634804A1 (en) | 2007-06-28 |
| BRPI0620410A2 (pt) | 2011-11-08 |
| NZ569923A (en) | 2011-04-29 |
| KR20080080212A (ko) | 2008-09-02 |
| RU2008122404A (ru) | 2010-01-27 |
| AU2006327320B2 (en) | 2009-12-10 |
| US20080171770A1 (en) | 2008-07-17 |
| CN101389610B (zh) | 2011-12-07 |
| JP2009521431A (ja) | 2009-06-04 |
| NO20083246L (no) | 2008-09-11 |
| ATE538101T1 (de) | 2012-01-15 |
| US8168668B2 (en) | 2012-05-01 |
| ES2377661T3 (es) | 2012-03-29 |
| AU2006327320A1 (en) | 2007-06-28 |
| AR058705A1 (es) | 2008-02-20 |
| US20100286202A1 (en) | 2010-11-11 |
| HK1121755A1 (en) | 2009-04-30 |
| UA96277C2 (en) | 2011-10-25 |
| TW200736227A (en) | 2007-10-01 |
| ZA200805162B (en) | 2009-11-25 |
| EP1966156A2 (en) | 2008-09-10 |
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