ES2430210T3 - Derivados de 4-aminopirimidina como antagonistas del receptor de histamina H4 - Google Patents
Derivados de 4-aminopirimidina como antagonistas del receptor de histamina H4 Download PDFInfo
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- ES2430210T3 ES2430210T3 ES08865603T ES08865603T ES2430210T3 ES 2430210 T3 ES2430210 T3 ES 2430210T3 ES 08865603 T ES08865603 T ES 08865603T ES 08865603 T ES08865603 T ES 08865603T ES 2430210 T3 ES2430210 T3 ES 2430210T3
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- 150000005007 4-aminopyrimidines Chemical class 0.000 title description 3
- 239000003396 histamine H4 receptor antagonist Substances 0.000 title description 3
- 229940119240 Histamine H4 receptor antagonist Drugs 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 453
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 183
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 177
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- 125000001424 substituent group Chemical group 0.000 claims abstract description 55
- 125000003118 aryl group Chemical group 0.000 claims abstract description 52
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 50
- 150000002367 halogens Chemical class 0.000 claims abstract description 50
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 44
- 125000000623 heterocyclic group Chemical group 0.000 claims description 187
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 174
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 111
- 238000000034 method Methods 0.000 claims description 64
- 125000002619 bicyclic group Chemical group 0.000 claims description 53
- 229910003827 NRaRb Inorganic materials 0.000 claims description 51
- 150000003839 salts Chemical class 0.000 claims description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims description 42
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 41
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 40
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- JAQVNWKMEAFCSN-GFCCVEGCSA-N tert-butyl n-[(3r)-1-(6-chloro-2-cyclopropylpyrimidin-4-yl)pyrrolidin-3-yl]-n-methylcarbamate Chemical compound C1[C@H](N(C)C(=O)OC(C)(C)C)CCN1C1=CC(Cl)=NC(C2CC2)=N1 JAQVNWKMEAFCSN-GFCCVEGCSA-N 0.000 description 1
- SWSSMFKXAJDCOX-GFCCVEGCSA-N tert-butyl n-[(3r)-1-(6-chloro-2-propan-2-ylpyrimidin-4-yl)pyrrolidin-3-yl]-n-methylcarbamate Chemical compound CC(C)C1=NC(Cl)=CC(N2C[C@@H](CC2)N(C)C(=O)OC(C)(C)C)=N1 SWSSMFKXAJDCOX-GFCCVEGCSA-N 0.000 description 1
- YSPMUGMBMNDBPZ-OAHLLOKOSA-N tert-butyl n-[(3r)-1-[6-chloro-2-(phenoxymethyl)pyrimidin-4-yl]pyrrolidin-3-yl]-n-methylcarbamate Chemical compound C1[C@H](N(C)C(=O)OC(C)(C)C)CCN1C1=CC(Cl)=NC(COC=2C=CC=CC=2)=N1 YSPMUGMBMNDBPZ-OAHLLOKOSA-N 0.000 description 1
- YBCCTTBBUNOCEH-UHFFFAOYSA-N tert-butyl n-[1-(2-tert-butyl-6-chloropyrimidin-4-yl)azetidin-3-yl]-n-methylcarbamate Chemical compound C1C(N(C)C(=O)OC(C)(C)C)CN1C1=CC(Cl)=NC(C(C)(C)C)=N1 YBCCTTBBUNOCEH-UHFFFAOYSA-N 0.000 description 1
- YNQNJVGMBLPFAU-UHFFFAOYSA-N tert-butyl n-[1-(6-chloro-2-cyclopropylpyrimidin-4-yl)azetidin-3-yl]-n-methylcarbamate Chemical compound C1C(N(C)C(=O)OC(C)(C)C)CN1C1=CC(Cl)=NC(C2CC2)=N1 YNQNJVGMBLPFAU-UHFFFAOYSA-N 0.000 description 1
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- KFTXEUQWZLIYLD-UHFFFAOYSA-N tert-butyl n-[1-[6-chloro-2-(cyclopropylmethyl)pyrimidin-4-yl]azetidin-3-yl]-n-methylcarbamate Chemical compound C1C(N(C)C(=O)OC(C)(C)C)CN1C1=CC(Cl)=NC(CC2CC2)=N1 KFTXEUQWZLIYLD-UHFFFAOYSA-N 0.000 description 1
- KBMXPFDYKDWWAC-UHFFFAOYSA-N tert-butyl n-[1-[6-chloro-2-(phenoxymethyl)pyrimidin-4-yl]azetidin-3-yl]-n-methylcarbamate Chemical compound C1C(N(C)C(=O)OC(C)(C)C)CN1C1=CC(Cl)=NC(COC=2C=CC=CC=2)=N1 KBMXPFDYKDWWAC-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
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- 125000005490 tosylate group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000004704 ultra performance liquid chromatography Methods 0.000 description 1
- 230000003827 upregulation Effects 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P11/06—Antiasthmatics
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
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- Ophthalmology & Optometry (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Transplantation (AREA)
- Otolaryngology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07382006 | 2007-12-21 | ||
| EP07382006 | 2007-12-21 | ||
| US3153408P | 2008-02-26 | 2008-02-26 | |
| US31534 | 2008-02-26 | ||
| PCT/EP2008/067950 WO2009080721A2 (en) | 2007-12-21 | 2008-12-18 | 4 -aminopyrimidine derivatives as histamine h4 receptor antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2430210T3 true ES2430210T3 (es) | 2013-11-19 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES08865603T Active ES2430210T3 (es) | 2007-12-21 | 2008-12-18 | Derivados de 4-aminopirimidina como antagonistas del receptor de histamina H4 |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US8431580B2 (enExample) |
| EP (1) | EP2235012B1 (enExample) |
| JP (1) | JP5498396B2 (enExample) |
| KR (1) | KR101639819B1 (enExample) |
| CN (1) | CN101903385B (enExample) |
| AR (1) | AR069814A1 (enExample) |
| AU (1) | AU2008341678B2 (enExample) |
| BR (1) | BRPI0820779B8 (enExample) |
| CA (1) | CA2709650C (enExample) |
| CL (1) | CL2008003811A1 (enExample) |
| CY (1) | CY1114427T1 (enExample) |
| DK (1) | DK2235012T3 (enExample) |
| ES (1) | ES2430210T3 (enExample) |
| HR (1) | HRP20130918T1 (enExample) |
| IL (1) | IL206413A (enExample) |
| PE (1) | PE20091330A1 (enExample) |
| PL (1) | PL2235012T3 (enExample) |
| PT (1) | PT2235012E (enExample) |
| RU (1) | RU2489430C2 (enExample) |
| SI (1) | SI2235012T1 (enExample) |
| TW (1) | TWI429440B (enExample) |
| UA (1) | UA101963C2 (enExample) |
| WO (1) | WO2009080721A2 (enExample) |
| ZA (1) | ZA201005179B (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007026341A1 (de) | 2007-06-06 | 2008-12-11 | Merck Patent Gmbh | Benzoxazolonderivate |
| DE102007032507A1 (de) | 2007-07-12 | 2009-04-02 | Merck Patent Gmbh | Pyridazinonderivate |
| DE102007061963A1 (de) | 2007-12-21 | 2009-06-25 | Merck Patent Gmbh | Pyridazinonderivate |
| DE102008019907A1 (de) | 2008-04-21 | 2009-10-22 | Merck Patent Gmbh | Pyridazinonderivate |
| DE102008028905A1 (de) | 2008-06-18 | 2009-12-24 | Merck Patent Gmbh | 3-(3-Pyrimidin-2-yl-benzyl)-[1,2,4]triazolo[4,3-b]pyridazinderivate |
| EA019320B1 (ru) | 2008-12-22 | 2014-02-28 | Мерк Патент Гмбх | Новые полиморфные формы дигидрофосфата 6-(1-метил-1h-пиразол-4-ил)-2-{3-[5-(2-морфолин-4-илэтокси)пиримидин-2-ил]бензил}-2h-пиридазин-3-она и способы их получения |
| EP2201982A1 (en) | 2008-12-24 | 2010-06-30 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Histamine H4 receptor antagonists for the treatment of vestibular disorders |
| JP5759471B2 (ja) | 2009-10-29 | 2015-08-05 | ヴェクチュラ リミテッド | Ｊａｋ３キナーゼ阻害剤としての窒素含有ヘテロアリール誘導体 |
| JP5781537B2 (ja) * | 2009-12-23 | 2015-09-24 | メディシス ファーマシューティカル コーポレイション | ヒスタミンｈ４受容体アンタゴニストとしてのアミノアルキルピリミジン誘導体 |
| HUE039713T2 (hu) | 2012-06-08 | 2019-02-28 | Sensorion | H4 receptor inhibitorok tinnitus kezelésére |
| ES2946551T3 (es) | 2017-10-17 | 2023-07-20 | Palau Pharma S L U | Síntesis de compuestos de 4-aminopirimidina |
| GB201817047D0 (en) | 2018-10-19 | 2018-12-05 | Heptares Therapeutics Ltd | H4 antagonist compounds |
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| RU2361869C2 (ru) * | 2002-02-05 | 2009-07-20 | ХАЙ ПОЙНТ ФАРМАСЬЮТИКАЛЗ, ЭлЭлСи | Новые арил- и гетероарилпиперазины |
| EP1505064A1 (en) * | 2003-08-05 | 2005-02-09 | Bayer HealthCare AG | 2-Aminopyrimidine derivatives |
| WO2005054239A1 (en) * | 2003-12-05 | 2005-06-16 | Bayer Healthcare Ag | 2-aminopyrimidine derivatives |
| CA2551944A1 (en) * | 2003-12-15 | 2005-06-30 | Almirall Prodesfarma Ag | 2, 6 bisheteroaryl-4-aminopyrimidines as adenosine receptor antagonists |
| DE602006020864D1 (de) * | 2005-04-11 | 2011-05-05 | Almirall Sa | 2, 6-di-(hetero-)aryl-4-amido-pyrimidine als adenosin-rezeptor-antagonisten |
| US20090306038A1 (en) * | 2005-09-13 | 2009-12-10 | Carceller Gonzalez Elena | 2-Aminopyrimidine derivatives as modulators of the histamine H4 receptor activity |
| WO2007084914A2 (en) * | 2006-01-17 | 2007-07-26 | Neurocrine Biosciences, Inc. | Phenoxy-substituted pyrimidines as adenosine receptor antagonists |
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2008
- 2008-12-18 RU RU2010130418/04A patent/RU2489430C2/ru active
- 2008-12-18 AU AU2008341678A patent/AU2008341678B2/en active Active
- 2008-12-18 HR HRP20130918AT patent/HRP20130918T1/hr unknown
- 2008-12-18 US US12/809,371 patent/US8431580B2/en active Active
- 2008-12-18 JP JP2010538738A patent/JP5498396B2/ja active Active
- 2008-12-18 EP EP08865603.8A patent/EP2235012B1/en active Active
- 2008-12-18 DK DK08865603.8T patent/DK2235012T3/da active
- 2008-12-18 CN CN200880121970XA patent/CN101903385B/zh active Active
- 2008-12-18 SI SI200831056T patent/SI2235012T1/sl unknown
- 2008-12-18 UA UAA201007805A patent/UA101963C2/ru unknown
- 2008-12-18 ES ES08865603T patent/ES2430210T3/es active Active
- 2008-12-18 AR ARP080105539A patent/AR069814A1/es unknown
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- 2008-12-18 BR BRPI0820779A patent/BRPI0820779B8/pt active IP Right Grant
- 2008-12-18 WO PCT/EP2008/067950 patent/WO2009080721A2/en not_active Ceased
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- 2008-12-18 CL CL2008003811A patent/CL2008003811A1/es unknown
- 2008-12-18 TW TW097149462A patent/TWI429440B/zh active
- 2008-12-18 KR KR1020107013477A patent/KR101639819B1/ko active Active
- 2008-12-18 PL PL08865603T patent/PL2235012T3/pl unknown
- 2008-12-19 PE PE2008002160A patent/PE20091330A1/es active IP Right Grant
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2010
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2013
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