UA72615C2 - Imidazopyrimidine and triazolopyrimidine derivatives, a method for the preparation thereof, medicament based thereon - Google Patents
Imidazopyrimidine and triazolopyrimidine derivatives, a method for the preparation thereof, medicament based thereon Download PDFInfo
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- UA72615C2 UA72615C2 UA2002119418A UA2002119418A UA72615C2 UA 72615 C2 UA72615 C2 UA 72615C2 UA 2002119418 A UA2002119418 A UA 2002119418A UA 2002119418 A UA2002119418 A UA 2002119418A UA 72615 C2 UA72615 C2 UA 72615C2
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- alkyl
- substituent
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- optionally containing
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- 238000000034 method Methods 0.000 title claims description 32
- 239000003814 drug Substances 0.000 title description 7
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical class BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 title description 6
- 238000002360 preparation method Methods 0.000 title description 5
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 98
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 37
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims abstract description 14
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
- 125000001424 substituent group Chemical group 0.000 claims description 205
- -1 morpholino, piperidino Chemical group 0.000 claims description 107
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 82
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 75
- 229910052736 halogen Inorganic materials 0.000 claims description 67
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 59
- 150000002367 halogens Chemical class 0.000 claims description 57
- 125000003277 amino group Chemical group 0.000 claims description 49
- 125000004429 atom Chemical group 0.000 claims description 41
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 36
- 150000003839 salts Chemical class 0.000 claims description 35
- 230000000694 effects Effects 0.000 claims description 31
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 30
- 125000005842 heteroatom Chemical group 0.000 claims description 27
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 26
- 125000004076 pyridyl group Chemical group 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 20
- 125000001544 thienyl group Chemical group 0.000 claims description 17
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 claims description 15
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 claims description 15
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 15
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 15
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 13
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 12
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 12
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 11
- 125000002883 imidazolyl group Chemical group 0.000 claims description 11
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 10
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 8
- 125000005050 dihydrooxazolyl group Chemical group O1C(NC=C1)* 0.000 claims description 8
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims description 8
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- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
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- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 6
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- 125000001797 benzyl group Chemical class [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
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- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical class [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000126 substance Substances 0.000 claims description 4
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- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 4
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- CKIIJIDEWWXQEA-UHFFFAOYSA-N 2-(bromomethyl)-1,3-dioxolane Chemical compound BrCC1OCCO1 CKIIJIDEWWXQEA-UHFFFAOYSA-N 0.000 claims 2
- 229940126601 medicinal product Drugs 0.000 claims 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 claims 2
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- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
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- 125000001072 heteroaryl group Chemical group 0.000 abstract description 4
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000128870A JP2001302667A (ja) | 2000-04-28 | 2000-04-28 | イミダゾピリミジン誘導体およびトリアゾロピリミジン誘導体 |
| PCT/EP2001/004357 WO2001083485A1 (en) | 2000-04-28 | 2001-04-17 | Imidazopyrimidine derivatives and triazolopyrimidine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA72615C2 true UA72615C2 (en) | 2005-03-15 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2002119418A UA72615C2 (en) | 2000-04-28 | 2001-04-17 | Imidazopyrimidine and triazolopyrimidine derivatives, a method for the preparation thereof, medicament based thereon |
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| Country | Link |
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| US (1) | US6911443B2 (de) |
| EP (1) | EP1278750B1 (de) |
| JP (2) | JP2001302667A (de) |
| KR (1) | KR20030009456A (de) |
| CN (1) | CN1263756C (de) |
| AR (1) | AR033367A1 (de) |
| AT (1) | ATE272639T1 (de) |
| AU (1) | AU783043B2 (de) |
| BG (1) | BG107166A (de) |
| BR (1) | BR0110404A (de) |
| CA (1) | CA2407531A1 (de) |
| CZ (1) | CZ20023551A3 (de) |
| DE (1) | DE60104671T2 (de) |
| DK (1) | DK1278750T3 (de) |
| DO (1) | DOP2001000151A (de) |
| EE (1) | EE200200606A (de) |
| ES (1) | ES2225546T3 (de) |
| HK (1) | HK1058362A1 (de) |
| HR (1) | HRP20020943A2 (de) |
| HU (1) | HUP0300846A2 (de) |
| IL (1) | IL151919A0 (de) |
| MA (1) | MA25746A1 (de) |
| MX (1) | MXPA02010579A (de) |
| MY (1) | MY141578A (de) |
| NO (1) | NO20025154D0 (de) |
| NZ (2) | NZ522241A (de) |
| PE (1) | PE20011287A1 (de) |
| PL (1) | PL358106A1 (de) |
| PT (1) | PT1278750E (de) |
| RU (1) | RU2306313C2 (de) |
| SI (1) | SI1278750T1 (de) |
| SK (1) | SK15332002A3 (de) |
| SV (1) | SV2001000416A (de) |
| TR (1) | TR200402300T4 (de) |
| TW (1) | TWI222974B (de) |
| UA (1) | UA72615C2 (de) |
| WO (1) | WO2001083485A1 (de) |
| ZA (1) | ZA200207676B (de) |
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| PT1385823E (pt) | 2001-04-09 | 2007-01-31 | Novartis Vaccines & Diagnostic | Compostos de guanidino como agonistas do receptor de melanocortina-4 (r-mc4) |
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| US20070129383A1 (en) * | 2003-10-17 | 2007-06-07 | Hiroshi Kuramochi | Substituted 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine derivative and use thereof |
| WO2005061519A1 (en) | 2003-12-19 | 2005-07-07 | Takeda San Diego, Inc. | Kinase inhibitors |
| EP1718649B1 (de) | 2004-01-31 | 2009-06-10 | Actimis Pharmaceuticals, Inc., | Imidazo[1,2-c]pyrimidinylessigsäurederivate |
| JP2008504294A (ja) * | 2004-06-25 | 2008-02-14 | アムジエン・インコーポレーテツド | サイトカイン介在疾患および他の疾患の治療において有用な縮合トリアゾールおよびインダゾール |
| JP2008510734A (ja) | 2004-08-18 | 2008-04-10 | タケダ サン ディエゴ インコーポレイテッド | キナーゼ阻害剤 |
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| EP1812439B2 (de) * | 2004-10-15 | 2017-12-06 | Takeda Pharmaceutical Company Limited | Kinaseinhibitoren |
| NZ561000A (en) | 2005-02-28 | 2010-01-29 | Japan Tobacco Inc | Novel aminopyridine compound with Syk inhibitory activity |
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| US8119655B2 (en) * | 2005-10-07 | 2012-02-21 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
| JP2009511528A (ja) * | 2005-10-13 | 2009-03-19 | グラクソ グループ リミテッド | Ｓｙｋ阻害物質としてのピロロピリミジン誘導体群 |
| CL2007002617A1 (es) * | 2006-09-11 | 2008-05-16 | Sanofi Aventis | Compuestos derivados de pirrolo[2,3-b]pirazin-6-ilo; composicion farmaceutica que comprende a dichos compuestos; y su uso para tratar inflamacion de las articulaciones, artritis reumatoide, tumores, linfoma de las celulas del manto. |
| EA200970361A1 (ru) | 2006-10-09 | 2010-02-26 | Такеда Фармасьютикал Компани Лимитед | Ингибиторы киназы |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4483987A (en) * | 1983-06-20 | 1984-11-20 | G. D. Searle & Co. | 8-Substituted 7-phenyl-1,2,4-triazolo[2,3-c]pyrimidines-5-amines and amides |
| JP2001518470A (ja) * | 1997-09-26 | 2001-10-16 | メルク エンド カムパニー インコーポレーテッド | 新規な血管形成阻害剤 |
| WO1999031073A1 (fr) * | 1997-12-15 | 1999-06-24 | Yamanouchi Pharmaceutical Co., Ltd. | Nouveaux derives de pyrimidine-5-carboxamide |
| US6673564B2 (en) * | 1999-10-18 | 2004-01-06 | Millennium Pharmaceuticals, Inc. | Methods for using 22045, a human cyclic nucleotide phosphodiesterase |
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