RU2004125852A - Имидазольные соединения, применяемые в качестве ингибиторов протеинкиназы - Google Patents
Имидазольные соединения, применяемые в качестве ингибиторов протеинкиназы Download PDFInfo
- Publication number
- RU2004125852A RU2004125852A RU2004125852/04A RU2004125852A RU2004125852A RU 2004125852 A RU2004125852 A RU 2004125852A RU 2004125852/04 A RU2004125852/04 A RU 2004125852/04A RU 2004125852 A RU2004125852 A RU 2004125852A RU 2004125852 A RU2004125852 A RU 2004125852A
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- independently selected
- nitrogen
- sulfur
- oxygen
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- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical class C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title 1
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title 1
- 239000003909 protein kinase inhibitor Substances 0.000 title 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 53
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 44
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 38
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 38
- 125000005842 heteroatom Chemical group 0.000 claims 38
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 38
- 229910052760 oxygen Inorganic materials 0.000 claims 38
- 239000001301 oxygen Chemical group 0.000 claims 38
- 229910052717 sulfur Chemical group 0.000 claims 38
- 239000011593 sulfur Chemical group 0.000 claims 38
- 229920006395 saturated elastomer Polymers 0.000 claims 36
- 150000001875 compounds Chemical class 0.000 claims 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 125000002950 monocyclic group Chemical group 0.000 claims 14
- 239000003795 chemical substances by application Substances 0.000 claims 12
- 125000002619 bicyclic group Chemical group 0.000 claims 10
- 125000001931 aliphatic group Chemical group 0.000 claims 8
- 125000001118 alkylidene group Chemical group 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 4
- -1 PKA Proteins 0.000 claims 4
- 239000012472 biological sample Substances 0.000 claims 4
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 4
- 229940124597 therapeutic agent Drugs 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 102100037263 3-phosphoinositide-dependent protein kinase 1 Human genes 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 102000008130 Cyclic AMP-Dependent Protein Kinases Human genes 0.000 claims 2
- 101000600756 Homo sapiens 3-phosphoinositide-dependent protein kinase 1 Proteins 0.000 claims 2
- 101001117146 Homo sapiens [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Proteins 0.000 claims 2
- 206010061598 Immunodeficiency Diseases 0.000 claims 2
- 208000029462 Immunodeficiency disease Diseases 0.000 claims 2
- 108010025020 Nerve Growth Factor Proteins 0.000 claims 2
- 102000007072 Nerve Growth Factors Human genes 0.000 claims 2
- 206010033128 Ovarian cancer Diseases 0.000 claims 2
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 2
- 102100033810 RAC-alpha serine/threonine-protein kinase Human genes 0.000 claims 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 2
- 230000001028 anti-proliverative effect Effects 0.000 claims 2
- 239000003443 antiviral agent Substances 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 210000002307 prostate Anatomy 0.000 claims 2
- 239000011435 rock Substances 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000020084 Bone disease Diseases 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 208000020446 Cardiac disease Diseases 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 208000032612 Glial tumor Diseases 0.000 claims 1
- 206010018338 Glioma Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 240000006240 Linum usitatissimum Species 0.000 claims 1
- 235000004431 Linum usitatissimum Nutrition 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 108091000080 Phosphotransferase Proteins 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 210000001072 colon Anatomy 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 210000003128 head Anatomy 0.000 claims 1
- 208000019622 heart disease Diseases 0.000 claims 1
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- 210000003734 kidney Anatomy 0.000 claims 1
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- 201000001441 melanoma Diseases 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
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- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 210000001672 ovary Anatomy 0.000 claims 1
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- 230000003836 peripheral circulation Effects 0.000 claims 1
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- 102000020233 phosphotransferase Human genes 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 201000001514 prostate carcinoma Diseases 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
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- 208000009999 tuberous sclerosis Diseases 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
- 0 *C(C1)C2C1C(C1)C1CC2 Chemical compound *C(C1)C2C1C(C1)C1CC2 0.000 description 30
- QBSLFECDTLDUDJ-UHFFFAOYSA-N CC(c1cc(CN)ccc1)O Chemical compound CC(c1cc(CN)ccc1)O QBSLFECDTLDUDJ-UHFFFAOYSA-N 0.000 description 1
- DFMOWNFVHOYIRU-UHFFFAOYSA-N CCC1=C(c2ccc(CCC(O)=O)cc2)c2cc(N)ccc2CC1 Chemical compound CCC1=C(c2ccc(CCC(O)=O)cc2)c2cc(N)ccc2CC1 DFMOWNFVHOYIRU-UHFFFAOYSA-N 0.000 description 1
- ONULVQKSHKLOFN-UHFFFAOYSA-N Cc1cc(C(c(cc(cc2)NC(C(CCN)c(cc3Cl)ccc3Cl)=O)c2N)N)ccc1 Chemical compound Cc1cc(C(c(cc(cc2)NC(C(CCN)c(cc3Cl)ccc3Cl)=O)c2N)N)ccc1 ONULVQKSHKLOFN-UHFFFAOYSA-N 0.000 description 1
- REOAGZSBPRROLI-UHFFFAOYSA-N NCCC(C(Nc(cc1)cc(C(c(cc2)ccc2C#N)N)c1N)=O)c1ccccc1 Chemical compound NCCC(C(Nc(cc1)cc(C(c(cc2)ccc2C#N)N)c1N)=O)c1ccccc1 REOAGZSBPRROLI-UHFFFAOYSA-N 0.000 description 1
- ZYRICUOVAKRCLC-UHFFFAOYSA-N NCCC(C(Nc(cc1)cc2c1[nH]nc2-c1cc(F)ccc1)=O)c1ccccc1 Chemical compound NCCC(C(Nc(cc1)cc2c1[nH]nc2-c1cc(F)ccc1)=O)c1ccccc1 ZYRICUOVAKRCLC-UHFFFAOYSA-N 0.000 description 1
- UNMGOSDGWBYQBN-UHFFFAOYSA-N Nc(cc1)cc2c1[nH]nc2NC(CC=C1)C=C1F Chemical compound Nc(cc1)cc2c1[nH]nc2NC(CC=C1)C=C1F UNMGOSDGWBYQBN-UHFFFAOYSA-N 0.000 description 1
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- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
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| US35159702P | 2002-01-25 | 2002-01-25 | |
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| JPS5640715B2 (https=) | 1974-04-01 | 1981-09-22 | ||
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| JPWO2002100833A1 (ja) | 2001-06-12 | 2004-09-24 | 住友製薬株式会社 | Ｒｈｏキナーゼ阻害剤 |
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2003
- 2003-01-07 TW TW092100235A patent/TW200306819A/zh unknown
- 2003-01-21 AR ARP030100171A patent/AR038202A1/es unknown
- 2003-01-23 US US10/350,806 patent/US7041687B2/en not_active Expired - Fee Related
- 2003-01-23 CA CA2473986A patent/CA2473986C/en not_active Expired - Fee Related
- 2003-01-23 JP JP2003564020A patent/JP4718118B2/ja not_active Expired - Fee Related
- 2003-01-23 KR KR1020107022397A patent/KR20100119902A/ko not_active Ceased
- 2003-01-23 EP EP10181562A patent/EP2295412A1/en not_active Withdrawn
- 2003-01-23 MX MXPA04007126A patent/MXPA04007126A/es active IP Right Grant
- 2003-01-23 WO PCT/US2003/002096 patent/WO2003064397A1/en not_active Ceased
- 2003-01-23 CN CN038056127A patent/CN1812973B/zh not_active Expired - Fee Related
- 2003-01-23 EP EP10181668A patent/EP2295413A1/en not_active Withdrawn
- 2003-01-23 KR KR10-2004-7011500A patent/KR20040078676A/ko not_active Abandoned
- 2003-01-23 EP EP03708869A patent/EP1467972A1/en not_active Withdrawn
- 2003-01-23 RU RU2004125852/04A patent/RU2004125852A/ru not_active Application Discontinuation
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- 2003-01-23 PL PL03371512A patent/PL371512A1/xx not_active Application Discontinuation
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- 2004-08-24 NO NO20043531A patent/NO328041B1/no not_active IP Right Cessation
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2006
- 2006-01-06 JP JP2006001918A patent/JP2006176530A/ja active Pending
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| EP1467972A1 (en) | 2004-10-20 |
| IL163117A (en) | 2010-05-31 |
| US20040009968A1 (en) | 2004-01-15 |
| CN1812973A (zh) | 2006-08-02 |
| NO20043531L (no) | 2004-10-25 |
| TW200306819A (en) | 2003-12-01 |
| JP2006176530A (ja) | 2006-07-06 |
| AU2003212833C1 (en) | 2010-12-23 |
| JP2005524631A (ja) | 2005-08-18 |
| WO2003064397A1 (en) | 2003-08-07 |
| CA2473986C (en) | 2012-01-17 |
| KR20100119902A (ko) | 2010-11-11 |
| EP2295413A1 (en) | 2011-03-16 |
| US7041687B2 (en) | 2006-05-09 |
| CN1812973B (zh) | 2010-12-22 |
| AU2003212833B2 (en) | 2008-02-21 |
| HK1096385A1 (en) | 2007-06-01 |
| AR038202A1 (es) | 2005-01-05 |
| EP2295412A1 (en) | 2011-03-16 |
| JP4718118B2 (ja) | 2011-07-06 |
| PL371512A1 (en) | 2005-06-27 |
| CA2473986A1 (en) | 2003-08-07 |
| MXPA04007126A (es) | 2005-03-31 |
| NO328041B1 (no) | 2009-11-16 |
| KR20040078676A (ko) | 2004-09-10 |
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