KR101740085B1 - 히스타민 ｈ４ 수용체 길항제로서의 아미노알킬피리미딘 유도체 - Google Patents
히스타민 ｈ４ 수용체 길항제로서의 아미노알킬피리미딘 유도체 Download PDFInfo
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- KR101740085B1 KR101740085B1 KR1020127019521A KR20127019521A KR101740085B1 KR 101740085 B1 KR101740085 B1 KR 101740085B1 KR 1020127019521 A KR1020127019521 A KR 1020127019521A KR 20127019521 A KR20127019521 A KR 20127019521A KR 101740085 B1 KR101740085 B1 KR 101740085B1
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- 239000003396 histamine H4 receptor antagonist Substances 0.000 title abstract description 5
- 229940119240 Histamine H4 receptor antagonist Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 425
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- -1 3- (methylamino) azetidin-1-yl Chemical group 0.000 claims description 166
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- 125000003118 aryl group Chemical group 0.000 claims description 101
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 95
- 229910052736 halogen Inorganic materials 0.000 claims description 89
- 125000000623 heterocyclic group Chemical group 0.000 claims description 87
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 79
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- 238000000034 method Methods 0.000 claims description 69
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical group [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 68
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- RWTXOMRUFONLJO-UHFFFAOYSA-N 4-[3-(methylamino)azetidin-1-yl]-6-[(propan-2-ylamino)methyl]pyrimidin-2-amine Chemical compound C1C(NC)CN1C1=CC(CNC(C)C)=NC(N)=N1 RWTXOMRUFONLJO-UHFFFAOYSA-N 0.000 claims description 2
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 39
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 38
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| EP09382302.9 | 2009-12-23 | ||
| EP09382302 | 2009-12-23 | ||
| US30757910P | 2010-02-24 | 2010-02-24 | |
| US61/307,579 | 2010-02-24 | ||
| PCT/EP2010/070562 WO2011076878A1 (en) | 2009-12-23 | 2010-12-22 | Aminoalkylpyrimidine derivatives as histamine h4 receptor antagonists |
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| KR20120124421A KR20120124421A (ko) | 2012-11-13 |
| KR101740085B1 true KR101740085B1 (ko) | 2017-05-25 |
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| ES2946551T3 (es) | 2017-10-17 | 2023-07-20 | Palau Pharma S L U | Síntesis de compuestos de 4-aminopirimidina |
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| JP2022165429A (ja) * | 2019-10-02 | 2022-11-01 | Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 | ヒスタミンｈ４受容体調節作用を有する新規トリアジン誘導体 |
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| PE20091035A1 (es) * | 2007-11-30 | 2009-07-16 | Palau Pharma Sa | Derivados de 2-aminopirimidina |
| AR069813A1 (es) | 2007-12-19 | 2010-02-17 | Palau Pharma Sa | Derivados de 2- amino-pirimidina, una composicion farmaceutica, un metodo de preparacion del compuesto y uso del mismo para preparar un medicamento |
| RU2489430C2 (ru) * | 2007-12-21 | 2013-08-10 | Палау Фарма, С.А. | Производные 4-аминопиримидина |
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2010
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- 2010-12-22 AR ARP100104921A patent/AR079725A1/es not_active Application Discontinuation
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- 2010-12-22 KR KR1020127019521A patent/KR101740085B1/ko active Active
- 2010-12-22 CN CN201080064585.3A patent/CN102803248B/zh active Active
- 2010-12-22 MX MX2012007385A patent/MX345142B/es active IP Right Grant
- 2010-12-22 AU AU2010334804A patent/AU2010334804B2/en active Active
- 2010-12-22 US US13/518,729 patent/US8901146B2/en active Active
- 2010-12-22 BR BR112012017126A patent/BR112012017126A2/pt not_active Application Discontinuation
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- 2010-12-22 CA CA2785353A patent/CA2785353C/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| CN102803248A (zh) | 2012-11-28 |
| AU2010334804A1 (en) | 2012-07-19 |
| BR112012017126A2 (pt) | 2017-10-31 |
| KR20120124421A (ko) | 2012-11-13 |
| CN102803248B (zh) | 2015-09-16 |
| PE20121505A1 (es) | 2012-11-05 |
| WO2011076878A1 (en) | 2011-06-30 |
| CA2785353A1 (en) | 2011-06-30 |
| AR079725A1 (es) | 2012-02-15 |
| TW201141840A (en) | 2011-12-01 |
| RU2573828C2 (ru) | 2016-01-27 |
| TWI487697B (zh) | 2015-06-11 |
| US8901146B2 (en) | 2014-12-02 |
| MX345142B (es) | 2017-01-18 |
| JP5781537B2 (ja) | 2015-09-24 |
| CA2785353C (en) | 2017-10-31 |
| AU2010334804B2 (en) | 2015-04-02 |
| RU2012131223A (ru) | 2014-02-10 |
| JP2013515698A (ja) | 2013-05-09 |
| IL220554A (en) | 2016-08-31 |
| EP2516420A1 (en) | 2012-10-31 |
| UA107818C2 (en) | 2015-02-25 |
| NZ601021A (en) | 2014-09-26 |
| US20130018031A1 (en) | 2013-01-17 |
| MX2012007385A (es) | 2012-08-15 |
| EP2516420B8 (en) | 2018-10-17 |
| EP2516420B1 (en) | 2018-08-22 |
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