KR20060054187A - 항암제로서의 헤테로아릴-접합된 피리미디닐 화합물 - Google Patents
항암제로서의 헤테로아릴-접합된 피리미디닐 화합물 Download PDFInfo
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- KR20060054187A KR20060054187A KR1020057022768A KR20057022768A KR20060054187A KR 20060054187 A KR20060054187 A KR 20060054187A KR 1020057022768 A KR1020057022768 A KR 1020057022768A KR 20057022768 A KR20057022768 A KR 20057022768A KR 20060054187 A KR20060054187 A KR 20060054187A
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- compound
- substituted
- hydrogen
- aryl
- heteroaryl
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- 125000001072 heteroaryl group Chemical group 0.000 title claims abstract description 96
- 125000000714 pyrimidinyl group Chemical group 0.000 title abstract description 13
- 239000002246 antineoplastic agent Substances 0.000 title description 9
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- 238000000034 method Methods 0.000 claims abstract description 34
- 238000011282 treatment Methods 0.000 claims abstract description 33
- 239000000203 mixture Substances 0.000 claims abstract description 32
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 23
- 229940002612 prodrug Drugs 0.000 claims abstract description 21
- 239000000651 prodrug Substances 0.000 claims abstract description 21
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- 230000002062 proliferating effect Effects 0.000 claims abstract description 17
- 239000003814 drug Substances 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims description 146
- 125000000217 alkyl group Chemical group 0.000 claims description 119
- 125000003118 aryl group Chemical group 0.000 claims description 98
- 229910052739 hydrogen Inorganic materials 0.000 claims description 91
- 239000001257 hydrogen Substances 0.000 claims description 91
- 125000000623 heterocyclic group Chemical group 0.000 claims description 80
- 125000003342 alkenyl group Chemical group 0.000 claims description 64
- 125000000304 alkynyl group Chemical group 0.000 claims description 61
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 54
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 37
- 150000002431 hydrogen Chemical class 0.000 claims description 34
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 33
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- 206010028980 Neoplasm Diseases 0.000 claims description 30
- 229910052760 oxygen Inorganic materials 0.000 claims description 30
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- 201000011510 cancer Diseases 0.000 claims description 24
- 229910052717 sulfur Inorganic materials 0.000 claims description 21
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- 125000005422 alkyl sulfonamido group Chemical group 0.000 claims description 12
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- 125000001960 7 membered carbocyclic group Chemical group 0.000 claims description 9
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- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 3
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- 125000002098 pyridazinyl group Chemical group 0.000 claims description 3
- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 claims description 3
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- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 claims description 2
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- 238000004519 manufacturing process Methods 0.000 claims description 2
- UXJYIAKGHWMLGA-UHFFFAOYSA-N n-(3-aminopropyl)-n-[1-(3-benzyl-6-bromo-4-oxothieno[3,2-d]pyrimidin-2-yl)-2-(dimethylamino)-2-oxoethyl]-4-methylbenzamide Chemical compound N=1C=2C=C(Br)SC=2C(=O)N(CC=2C=CC=CC=2)C=1C(C(=O)N(C)C)N(CCCN)C(=O)C1=CC=C(C)C=C1 UXJYIAKGHWMLGA-UHFFFAOYSA-N 0.000 claims description 2
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- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims description 2
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- VVIAGPKUTFNRDU-UHFFFAOYSA-N 6S-folinic acid Natural products C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-UHFFFAOYSA-N 0.000 claims 2
- VSRXQHXAPYXROS-UHFFFAOYSA-N azanide;cyclobutane-1,1-dicarboxylic acid;platinum(2+) Chemical compound [NH2-].[NH2-].[Pt+2].OC(=O)C1(C(O)=O)CCC1 VSRXQHXAPYXROS-UHFFFAOYSA-N 0.000 claims 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
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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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/81—Packaged device or kit
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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| US47468403P | 2003-05-30 | 2003-05-30 | |
| US60/474,684 | 2003-05-30 |
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| KR20060054187A true KR20060054187A (ko) | 2006-05-22 |
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| EP (1) | EP1636238A1 (enExample) |
| JP (1) | JP2007500237A (enExample) |
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| CN (1) | CN100418971C (enExample) |
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| MX (1) | MXPA05012706A (enExample) |
| TW (1) | TW200505454A (enExample) |
| WO (1) | WO2004111058A1 (enExample) |
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| WO2004078758A1 (en) * | 2003-03-07 | 2004-09-16 | Astrazeneca Ab | Novel fused heterocycles and uses thereof |
| AR050920A1 (es) * | 2003-03-07 | 2006-12-06 | Astrazeneca Ab | Enantiomeros de heterociclos fusionados seleccionados y usos de los mismos |
| WO2005061519A1 (en) * | 2003-12-19 | 2005-07-07 | Takeda San Diego, Inc. | Kinase inhibitors |
| DE602005012069D1 (de) * | 2004-04-06 | 2009-02-12 | Novartis Vaccines & Diagnostic | Inhibitoren von mitotischem kinesin |
| WO2005105788A1 (en) * | 2004-04-23 | 2005-11-10 | Takeda San Diego, Inc. | Indole derivatives and use thereof as kinase inhibitors |
| MX2007000809A (es) * | 2004-07-22 | 2007-03-21 | Astrazeneca Ab | Pirimidonas fusionadas utiles en el tratamiento y la prevencion de cancer. |
| US7550598B2 (en) * | 2004-08-18 | 2009-06-23 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
| AR050921A1 (es) * | 2004-08-18 | 2006-12-06 | Astrazeneca Ab | Heterociclos fusionados seleccionados y usos de los mismos |
| KR20070046176A (ko) * | 2004-08-18 | 2007-05-02 | 아스트라제네카 아베 | 특정 융합 피리미돈의 거울상이성질체 및 이의 암 치료 및예방에 있어서의 용도 |
| US7713973B2 (en) * | 2004-10-15 | 2010-05-11 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
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| JPH0720969B2 (ja) * | 1988-03-02 | 1995-03-08 | 吉富製薬株式会社 | ３，４―ジヒドロチエノ〔２，３―ｄ〕ピリミジン化合物およびその医薬用途 |
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| CZ20031910A3 (cs) | 2000-12-11 | 2003-12-17 | Tularik Inc. | Sloučenina s antagonistickými účinky na CXCR3 a farmaceutický postředek |
| EP1444209A4 (en) | 2001-11-07 | 2005-02-16 | Merck & Co Inc | INHIBITORS OF MITOTIC KINESINS |
| US7244723B2 (en) | 2001-12-06 | 2007-07-17 | Merck & Co., Inc. | Substituted furopyrimidinones as a mitotic kinesin inhibitors |
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| WO2003050064A2 (en) | 2001-12-06 | 2003-06-19 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
| AU2002363960B2 (en) | 2001-12-06 | 2008-07-10 | Merck Sharp & Dohme Corp. | Mitotic kinesin inhibitors |
| WO2004039774A2 (en) | 2002-05-23 | 2004-05-13 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
| EP1513820A4 (en) | 2002-05-23 | 2006-09-13 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
| EP1558083A4 (en) | 2002-09-30 | 2008-04-16 | Cytokinetics Inc | COMPOUNDS, COMPOSITIONS AND METHODS |
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2004
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- 2004-05-27 CA CA002526217A patent/CA2526217A1/en not_active Abandoned
- 2004-05-27 EP EP04753729A patent/EP1636238A1/en not_active Withdrawn
- 2004-05-27 AU AU2004247650A patent/AU2004247650A1/en not_active Abandoned
- 2004-05-27 KR KR1020057022768A patent/KR20060054187A/ko not_active Ceased
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- 2004-05-27 WO PCT/US2004/016954 patent/WO2004111058A1/en not_active Ceased
- 2004-05-28 TW TW093115312A patent/TW200505454A/zh unknown
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2007
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| US7345046B2 (en) | 2008-03-18 |
| CN100418971C (zh) | 2008-09-17 |
| WO2004111058A1 (en) | 2004-12-23 |
| US20050065169A1 (en) | 2005-03-24 |
| JP2007500237A (ja) | 2007-01-11 |
| CN1798749A (zh) | 2006-07-05 |
| US20080069817A1 (en) | 2008-03-20 |
| CA2526217A1 (en) | 2004-12-23 |
| TW200505454A (en) | 2005-02-16 |
| MXPA05012706A (es) | 2006-02-08 |
| AU2004247650A1 (en) | 2004-12-23 |
| EP1636238A1 (en) | 2006-03-22 |
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